Synthetic route

776-75-0

N-benzoylpiperidine

6921-34-2

benzylmagnesium chloride

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
Stage #1: N-benzoylpiperidine With bis(triphenylphosphine)carbonyliridium(I) chloride; 1,1,3,3-Tetramethyldisiloxane In dichloromethane at 20℃; for 0.333333h; Stage #2: benzylmagnesium chloride at -78 - 20℃; for 4h; chemoselective reaction;	95%

110-89-4

piperidine

100-39-0

benzyl bromide

100-52-7

benzaldehyde

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
Stage #1: piperidine; benzyl bromide; benzaldehyde With trifluoroacetic acid; zinc In acetonitrile for 1.5h; Mannich type reaction; Inert atmosphere; Stage #2: With ammonium chloride In water; acetonitrile	77%

...Expand

2538-76-3

1,1'-benzylidenedipiperidine

100-39-0

benzyl bromide

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
With chloro-trimethyl-silane; diisopropylamine; zinc In benzene at 20℃; for 6h;	46%

5351-11-1

1-(butoxyphenylmethyl)piperidine

1589-82-8

phenylmagnesium bromide

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
With diethyl ether

6921-34-2

benzylmagnesium chloride

α-piperidino-phenylacetic acid nitrile

α-piperidino-phenylacetic acid nitrile

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

110-89-4

piperidine

62673-31-8

benzyl(bromo)zinc

100-52-7

benzaldehyde

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 3h;

...Expand

110-89-4

piperidine

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: mercury (II)-chloride; calcium sulfate 2: diethyl ether View Scheme
Multi-step reaction with 3 steps 1: benzene / Unter Entfernen des entstehenden Wassers. 2: potassium carbonate 3: diethyl ether View Scheme

2538-76-3

1,1'-benzylidenedipiperidine

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate 2: diethyl ether View Scheme

100-52-7

benzaldehyde

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: mercury (II)-chloride; calcium sulfate 2: diethyl ether View Scheme

111-24-0

1,5-dibromo-pentane

25611-78-3

(R,S)-1,2-diphenylethylamine

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 72h; Inert atmosphere;

110-89-4

piperidine

501-65-5

diphenyl acetylene

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Mor-DaIPhos-AuCl; silver tetrakis(pentafluorophenyl)borate / toluene / 16 h / 110 °C / Inert atmosphere; Sealed cap 2: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 20 °C View Scheme

(E)-1-(1,2-diphenylvinyl)piperidine

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃;	167 mg

20259-38-5, 26076-78-8

cis-Stilbenyl-diisobutyl-aluminium

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper(l) chloride / tetrahydrofuran / 0.5 h / 22 °C / Inert atmosphere 2: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 12 h / 22 °C / Inert atmosphere View Scheme

501-65-5

diphenyl acetylene

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: bis(triphenylphosphine)nickel(II) chloride / hexane / 12 h / 60 °C / Inert atmosphere 2: copper(l) chloride / tetrahydrofuran / 0.5 h / 22 °C / Inert atmosphere 3: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 12 h / 22 °C / Inert atmosphere View Scheme

C19H21N

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 22℃; for 12h; Inert atmosphere;	63.5 mg

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

28383-15-5

(+/-)-1-(1,2-diphenylethyl)piperidine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; water at 4 - 40℃;

36794-52-2

(±)-1-(1,2-diphenylethyl)piperidine

(+)-diphenidine

(-)-diphenidine

Conditions

Conditions	Yield
With carboxymethyl-β-cyclodextrin (degree of substitution: 0.5) In aq. phosphate buffer at 25℃; pH=2.5; Reagent/catalyst; Resolution of racemate;

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Raw Materials

• 62673-31-8

• 25611-78-3

• 100-52-7

• 100-39-0

• 1589-82-8

• 111-24-0

• 110-89-4

• 501-65-5

Downstream Products

• 28383-15-5

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