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inquiry3-Hydroxy-2,2-dimethylpropanal Basic information Product Name: 3-Hydroxy-2,2-dimethylpropanal Synonyms: 2-(hyroxymethyl)-2-methylpropanal;2,2-dimethyl-3-hydroxy-propana;2,2-dimethyl-3-hy
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inquiryName: 2,2-Dimethyl-3-hydroxypropioaldehyde Synonyms: 2,2-DIMETHYL-3-HYDROXYPROPANAL; 3-hydroxy-2,2-dimethylpropionaldehyde; 3-hydroxy-2,2-dimethylpropanal; 2,2-Dimethyl-3-Hydroxypropionaldehyde CAS: 597-31-9 MF: C5H10O2 Appearance: White powder St
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inquiryProduct name: 2,2-Dimethyl-3-Hydroxypropioaldehyde CAS No.:597-31-9 Molecule Formula:C5H10O2 Molecule Weight:102.13 Purity: 99.0% Package: 25kg/drum Description:White or off-white powder Manufacture Standards:Enterprise Standard
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inquiry2,2-Dimethyl-3-hydroxypropionaldehydeAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea, by express
Conditions | Yield |
---|---|
With water; potassium carbonate at 25℃; Aldol Condensation; Cooling with ice; | 92% |
With triethylamine In water for 3h; Heating; | 91% |
With sodium hydroxide at 80℃; for 0.516667h; Temperature; Aldol Condensation; | 91.14% |
2-methyl-1,2-epoxypropane
carbon monoxide
2,2-dimethyl-3-hydroxypropionaldehyde
Conditions | Yield |
---|---|
Stage #1: 2-methyl-1,2-epoxypropane With rhodium (II) octanoate dimer; boron trifluoride at 50℃; for 0.5h; Inert atmosphere; Stage #2: carbon monoxide With hydrogen at 90℃; under 75007.5 Torr; Reagent/catalyst; Temperature; Pressure; | 90.3% |
formaldehyd
trimethylsilyl propenyl ether
2,2-dimethyl-3-hydroxypropionaldehyde
Conditions | Yield |
---|---|
With titanium tetrachloride In dichloromethane at 50℃; | 85% |
isobutyraldehyde
A
2,2-dimethyl-3-hydroxypropionaldehyde
B
2,2-dimethyl-3-hydroxy-propyl 2,2-dimethyl-3-hydroxypropionate
C
2,2-dimethyl-3-hydroxypropyl 2-methylpropionate
D
2,2-Dimethyl-1,3-propanediol
Conditions | Yield |
---|---|
With triethylamine at 65 - 90℃; for 0.666667h; Nitrogen atmosphere; | A 62.4% B 2% C 0.26% D 0.64% |
2-(1,1-dimethyl-2-hydroxyethyl)-1,3-dithiane
2,2-dimethyl-3-hydroxypropionaldehyde
Conditions | Yield |
---|---|
With acetic acid at 35℃; for 8h; | 42% |
2,2-dimethyl-3-hydroxypropionaldehyde
Conditions | Yield |
---|---|
With sulfuric acid |
potassium cyanide
A
2,2-dimethyl-3-hydroxypropionaldehyde
B
2,4-dihydroxy-3,3-dimethyl-butyraldehyde
3-Deoxy-3,3-di-C-methyl-α-DL-glycero-tetrose
Conditions | Yield |
---|---|
With hydrogen; Pd-BaSO4 1) water, 15 min, pH 7.7 2) pH 1.7; Multistep reaction. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With cyclohexanone; bis(cyclopentadienyl)dihydrozirconium at 150℃; for 8h; | 66 % Chromat. |
With sodium nitrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; silver nitrate In water for 7h; Irradiation; regioselective reaction; |
2,2-Dimethyl-1,3-propanediol
A
2,2-dimethyl-3-hydroxypropionaldehyde
B
2,2-dimethylmalonaldehyde
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethylsulfoxide-d6 at 23℃; Product distribution; product ratio was determined by 1H NMR; |
2,2-dimethyl-3-hydroxypropionaldehyde
Conditions | Yield |
---|---|
under 14 Torr; |
hydrogenchloride
bis-(3-hydroxy-2,2-dimethyl-propylidene)-hydrazine
A
2,2-dimethyl-3-hydroxypropionaldehyde
bis-(3-hydroxy-2,2-dimethyl-propylidene)-hydrazine
sulfuric acid
A
2,2-dimethyl-3-hydroxypropionaldehyde
5,5-dimethyl-2-(1',1'-dimethyl-2'-hydroxyethyl)-4-hydroxy-1,3-dioxane
2,2-dimethyl-3-hydroxypropionaldehyde
Conditions | Yield |
---|---|
In tetrahydrofuran at 65℃; for 3h; | |
at 26℃; for 28h; pH=2.5; aq. phosphate buffer; | |
In acetonitrile at 65℃; for 3h; Inert atmosphere; |
calcium (R)-pantothenate
A
2,2-dimethyl-3-hydroxypropionaldehyde
B
carbon dioxide
C
calcium beta-alaninate
Conditions | Yield |
---|---|
With sodium hydroxide; potassium permanganate; sodium perchlorate In water at 25℃; for 8h; Kinetics; Further Variations:; Reagents; Temperatures; |
3-hydroxy-4,4-dimethyltetrahydrofuran
2,2-dimethyl-3-hydroxypropionaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: benzene 2: aq. H2SO4 View Scheme |
formaldehyd
isobutyraldehyde
A
2,2-dimethyl-3-hydroxypropionaldehyde
B
2,2-dimethyl-3-hydroxy-propyl 2,2-dimethyl-3-hydroxypropionate
C
2,2-dimethyl-3-hydroxypropyl 2-methylpropionate
D
2,2-Dimethyl-1,3-propanediol
Conditions | Yield |
---|---|
triethylamine at 40 - 90℃; for 0.666667h; Aldol Condensation; |
formaldehyd
isobutyraldehyde
A
formic acid
B
2,2-dimethyl-3-hydroxypropionaldehyde
C
2,2-dimethyl-3-hydroxy-propyl 2,2-dimethyl-3-hydroxypropionate
D
2,2-Dimethyl-1,3-propanediol
Conditions | Yield |
---|---|
triethylamine In water Product distribution / selectivity; Aldol Condensation; |
formaldehyd
isobutyraldehyde
A
2,2-dimethyl-3-hydroxypropionaldehyde
B
2,2-dimethyl-3-hydroxy-propyl 2,2-dimethyl-3-hydroxypropionate
C
2,2-Dimethyl-1,3-propanediol
Conditions | Yield |
---|---|
With triethylamine In water at 40 - 90℃; for 0.666667h; | |
With triethylamine In water at 40 - 90℃; for 0.666667h; |
formaldehyd
isobutyraldehyde
A
5,5-dimethyl-2-(1',1'-dimethyl-2'-hydroxyethyl)-4-hydroxy-1,3-dioxane
B
2,2-dimethyl-3-hydroxypropionaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In water at 0 - 20℃; |
formaldehyd
isobutyraldehyde
A
methanol
B
2,2-dimethyl-3-hydroxypropionaldehyde
Conditions | Yield |
---|---|
With triethylamine |
Conditions | Yield |
---|---|
Aldol condensation; |
methanol
2,2-Dimethyl-1,3-propanediol
A
2,2-dimethyl-3-hydroxypropionaldehyde
B
3-Hydroxy-2,2-dimethylpropanoic acid
C
Methyl 2,2-dimethyl-3-hydroxypropionate
Conditions | Yield |
---|---|
With 1% Au-Pd/TiO2; oxygen; sodium hydroxide at 80℃; under 2250.23 Torr; for 4h; |
formaldehyd
2,2'-iminobis[ethanol]
isovaleraldehyde
A
2-(oxazolidin-3-yl)ethanol
B
N-(2-hydroxyethyl)-2-isopropyloxazolidine
C
2,2-dimethyl-3-hydroxypropionaldehyde
D
3-(N,N-bis(2-hydroxyethyl)amino)-2,2-dimethylpropanal
Conditions | Yield |
---|---|
In water at 80℃; for 2h; Inert atmosphere; Cooling; |
Conditions | Yield |
---|---|
With triethylamine at 0 - 65℃; for 6h; Inert atmosphere; Reflux; Optical yield = 16 %de; diastereoselective reaction; | A 51 %Spectr. B n/a C n/a |
2,2-dimethyl-3-hydroxypropionaldehyde
Conditions | Yield |
---|---|
With triethylamine; crotonaldehyde at 0 - 65℃; for 6h; Inert atmosphere; Reflux; | 62 %Spectr. |
formaldehyd
isobutyraldehyde
A
2,2-dimethyl-3-hydroxypropionaldehyde
B
2-methyl-propan-1-ol
Conditions | Yield |
---|---|
With tri-n-propylamine |
Conditions | Yield |
---|---|
With formaldehyd; triethylamine at 40 - 94℃; |
Conditions | Yield |
---|---|
With nafion NR-50 In benzene Dean-Stark; | 99% |
Conditions | Yield |
---|---|
With sulfuric acid for 3h; pH=9.5; Reflux; | 98.9% |
With sulfuric acid In water at 100℃; for 1h; | 86.9% |
2,2-dimethyl-3-hydroxypropionaldehyde
1,2,3,4-tetrahydronaphthalen-2-one
2,3-dihydro-2,2-dimethyl-1H-benzo[f]chromene
Conditions | Yield |
---|---|
With hydrogenchloride In formic acid at 5 - 10℃; for 1h; | 96.4% |
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid at 50 - 60℃; for 4h; | 95% |
Conditions | Yield |
---|---|
Stage #1: 2,2-dimethyl-3-hydroxypropionaldehyde; hydrogen cyanide In water at 0 - 10℃; for 0.25h; Stage #2: With sulfuric acid for 1h; Reflux; | 93.1% |
Verseifung des Reaktionsprodukts mit Salzsaeure; |
Conditions | Yield |
---|---|
Stage #1: 2,2-dimethyl-3-hydroxypropionaldehyde With sodium hydroxide at 85 - 95℃; for 2h; Stage #2: With ammonium hydroxide; H1044 at 60℃; for 8h; pH=7 - 9; | 91% |
With phosphotungstic acid; dihydrogen peroxide In water at 55℃; for 2h; Temperature; Reagent/catalyst; Time; | 85% |
With sodium hydroxide; oxygen; palladium/alumina at 39.85℃; under 760 Torr; Kinetics; Further Variations:; Temperatures; | |
Multi-step reaction with 2 steps 1: water; aluminium amalgam 2: potassium permanganate View Scheme |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran | 90% |
With aluminium amalgam; water | |
With sodium amalgam; water |
2,2-dimethyl-3-hydroxypropionaldehyde
Pentaerythritol
3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane
Conditions | Yield |
---|---|
Stage #1: 2,2-dimethyl-3-hydroxypropionaldehyde; Pentaerythritol; sulfuric acid In water; xylene at 60℃; for 14h; Stage #2: With sodium hydroxide Conversion of starting material; | 89% |
Stage #1: 2,2-dimethyl-3-hydroxypropionaldehyde; Pentaerythritol; hydrogenchloride In water at 70℃; for 8h; Stage #2: With sodium hydroxide at 40℃; pH=6.5; Conversion of starting material; | 83% |
sulfuric acid In water at 60℃; for 6h; Conversion of starting material; | 80% |
2,2-dimethyl-3-hydroxypropionaldehyde
2,3-dimethyl-2,3-diaminobutane
2-(4',4',5',5'-tetramethylimidazolidine-2'-yl)-2-methylpropanol
Conditions | Yield |
---|---|
In chloroform for 24h; Molecular sieve; Reflux; | 87% |
2,2-dimethyl-3-hydroxypropionaldehyde
methyl 2-(bromomethyl)propenoate
4,6-Dihydroxy-5,5-dimethyl-2-methylene-hexanoic acid methyl ester
Conditions | Yield |
---|---|
With indium In water for 5h; Ambient temperature; | 85% |
2,2-dimethyl-3-hydroxypropionaldehyde
allyl bromide
2,2-dimethyl-5-hexen-1,3-diol
Conditions | Yield |
---|---|
With indium In water for 3h; Ambient temperature; | 85% |
Conditions | Yield |
---|---|
hydrogenchloride In water at 60℃; for 5h; Product distribution / selectivity; | 84% |
toluene-4-sulfonic acid In water at 55 - 70℃; for 1 - 3h; pH=1.3; Product distribution / selectivity; | 30% |
hydrogenchloride In water at 60℃; for 5h; Product distribution / selectivity; |
3-phenyl-propionaldehyde
2,2-dimethyl-3-hydroxypropionaldehyde
isocyanoacetic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: 3-phenyl-propionaldehyde; 2,2-dimethyl-3-hydroxypropionaldehyde With ammonium hydroxide In toluene for 2h; Sonication; Stage #2: isocyanoacetic acid methyl ester With trimethylsilylazide In toluene Sonication; diastereoselective reaction; | 83% |
3,4-dihydro-2H-pyran
2,2-dimethyl-3-hydroxypropionaldehyde
2,2-dimethyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]-propanal
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; Addition; | 80% |
2,2-dimethyl-3-hydroxypropionaldehyde
(methoxymethyl)triphenylphosphonium chloride
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In diethyl ether for 1.5h; Metallation; Stage #2: 2,2-dimethyl-3-hydroxypropionaldehyde In diethyl ether at 20℃; for 10h; olefination; | 80% |
2,2-dimethyl-3-hydroxypropionaldehyde
ethyl (triphenylphosphoranylidene)acetate
ethyl trans-4,4-dimethyl-5-hydroxypent-2-enoate
Conditions | Yield |
---|---|
In benzene at 80℃; | 78% |
Conditions | Yield |
---|---|
With triethyl borane; trifluorormethanesulfonic acid In 1,1,2-Trichloro-1,2,2-trifluoroethane a) -30 deg C, 30 min, b) room temperature, 6 h; | 74% |
2,2-dimethyl-3-hydroxypropionaldehyde
malononitrile
6-amino-3,3-dimethyl-2,4-dihydropyran-5-carbonitrile
Conditions | Yield |
---|---|
With sodium tetrahydroborate In isopropyl alcohol at 0 - 20℃; for 4h; | 74% |
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid at 50 - 60℃; for 4h; | 72% |
2,2-dimethyl-3-hydroxypropionaldehyde
3-hydroxy-2,2-dimethylpropionaldoxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; water; potassium carbonate In ethanol at 70℃; for 48h; Cooling with ice; | 71% |
With hydroxylamine | |
With hydroxylamine hydrochloride |
1.3-propanedithiol
2,2-dimethyl-3-hydroxypropionaldehyde
2-(1,1-dimethyl-2-hydroxyethyl)-1,3-dithiane
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate thioacetalization; | 70% |
With boron trifluoride diethyl etherate at 20℃; |
2,2-dimethyl-3-hydroxypropionaldehyde
C5H11(2)HO2
Conditions | Yield |
---|---|
With lithium aluminium deuteride In tetrahydrofuran at 65℃; for 1.5h; | 70% |
methanol
2,2-dimethyl-3-hydroxypropionaldehyde
Methyl 2,2-dimethyl-3-hydroxypropionate
Conditions | Yield |
---|---|
With sodium methylate; potassium iodide at 17℃; electrooxidation; | 68% |
2,2-dimethyl-3-hydroxypropionaldehyde
aniline
N-phenyl-2-(hydroxymethyl)-2-methylpropylamine
Conditions | Yield |
---|---|
With sodium cyanoborohydride; zinc(II) chloride In methanol for 36h; Ambient temperature; | 66% |
Conditions | Yield |
---|---|
In benzene for 5h; Heating; | 66% |
2,2-dimethyl-3-hydroxypropionaldehyde
trimethyl orthoformate
3-Hydroxy-2,2-dimethylpropanal dimethyl acetal
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In methanol for 24h; | 66% |
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