3-Phenylbenzaldehyde → 1-(Biphenyl-3-ylmethyl)-4-(2-chlorophenyl)piperazine

HRID 334297Notes

Reaction equation

HRID 334297 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[C:15]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:20]=[CH:19][CH:18]=[C:17]([CH:21]=O)[CH:16]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C1(C2C=CC=CC=2)C=CC=CC=1CN1CCN(C2C=CC=CC=2)CC1>>[C:15]1([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][N:12]2[CH2:13][CH2:14][N:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[Cl:2])[CH2:10][CH2:11]2)[CH:16]=1

Participants

5

Reactant 4

HCID 1210533-PhenylbenzaldehydeHCID 30170151-(2-Chlorophenyl)piperazinium chlorideHCID 5049666Sodium triacetoxyborohydrideHCID 716025231-(Biphenyl-2-ylmethyl)-4-phenylpiperazine

Product 1

HCID 716785081-(Biphenyl-3-ylmethyl)-4-(2-chlorophenyl)piperazine

Procedure

200.0 mg of the target compound (0.55 mmol, 67.2%) was obtained using 1-(2-chlorophenyl)piperazine hydrochloride (382 mg, 1.64 mmol), biphenyl-3-carbaldehyde (150 mg, 0.82 mmol) and NaBH(OAc)3 (529 mg, 2.46 mmol) according to the synthesis method of Compound 1.

Sources & evidence

ORD record
ord-ba057476627d44eca0a2947951c40bc1
Source dataset
uspto-grants-2014_11
Patent number
US08883796B2

Reaction notes

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