3-Phenylbenzaldehyde → HCID 71678681, compound

HRID 334304Notes

Reaction equation

HRID 334304 reaction equation
Cl.[CH2:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)[CH3:3].[C:17]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]=O)[CH:18]=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:17]1([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][N:14]2[CH2:13][CH2:12][N:11]([C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[O:4][CH2:2][CH3:3])[CH2:16][CH2:15]2)[CH:18]=1

Participants

5

Reactant 4

HCID 1210533-PhenylbenzaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 128624181-(2-Ethoxyphenyl)piperazine HydrochlorideHCID 716025231-(Biphenyl-2-ylmethyl)-4-phenylpiperazine

Product 1

HCID 71678681HCID 71678681, compound

Procedure

48 mg of the target compound (0.13 mmol, 23.4%) was obtained using 1-(2-ethoxyphenyl)piperazine monohydrogen chloride (266 mg, 1.09 mmol), biphenyl-3-carbaldehyde (100 mg, 0.55 mmol) and NaBH(OAc)3 (355 mg, 1.65 mmol) according to the synthesis method of Compound 1.

Sources & evidence

ORD record
ord-65041442fb3b4e3eaeefdf4b5750d125
Source dataset
uspto-grants-2014_11
Patent number
US08883796B2

Reaction notes

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