(1,1'-Biphenyl)-4-carboxaldehyde → 2-Propenoic acid, 3-(4-phenylphenyl)-, ethyl ester

HRID 386443Notes

Reaction equation

HRID 386443 reaction equation
C1(C2C=CC=CC=2)C=CC(C=O)=CC=1.[CH2:15]([C:22]1[CH:27]=[CH:26][C:25](/[CH:28]=[CH:29]/[C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18]C=1>>[C:22]1([C:15]2[CH:16]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:23]=[CH:24][C:25](/[CH:28]=[CH:29]/[C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 76689(1,1'-Biphenyl)-4-carboxaldehydeHCID 67528407ethyl (E)-3-(4-benzylphenyl)acrylate

Product 1

HCID 53772982-Propenoic acid, 3-(4-phenylphenyl)-, ethyl ester

Procedure

The title compound was prepared from 4-biphenylcarboxaldehyde and triethylphosphonoacetate using the procedure described for ethyl (E)-3-(4-benzylphenyl)acrylate (S38). Column chromatography (SiO2, 4×12 cm, 5% EtOAc-hexanes) afforded S45 (2.90 g, 11.5 mmol, 83%) as a yellow oil: 1H NMR (CDCl3, 400 MHz) 166.9, 144.0, 142.8, 140.0, 133.3, 128.8, 128.4, 127.7, 127.4, 126.9, 118.0, 60.4, 14.2.

Sources & evidence

ORD record
ord-7a74410f38ae40cfb0763bf024c1ae8a
Source dataset
uspto-grants-2013_02
Patent number
US08372823B2

Reaction notes

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