Trimethyl phosphonoacetate → Methyl 4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]cinnamate

HRID 233313Notes

Reaction equation

HRID 233313 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=2)=[N:4][C:3]=1[CH2:17][O:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1.[CH3:27][O:28][C:29]([CH2:31]P(OC)(OC)=O)=[O:30]>>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=2)=[N:4][C:3]=1[CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([CH:23]=[CH:31][C:29]([O:28][CH3:27])=[O:30])=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 80029Trimethyl phosphonoacetateHCID 185461594-[5-Methyl-2-(2-naphthyl)-4-oxazolylmethoxy]benzaldehyde

Product 1

HCID 54323026Methyl 4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]cinnamate

Procedure

According to the method described for Reference Example 22, 4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]benzaldehyde was allowed to react with trimethyl phosphonoacetate to give methyl 4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]cinnamate. Recrystallization from chloroform-ether gave colorless prisms, m.p.185°-186° C.

Sources & evidence

ORD record
ord-152d5eb25740496a8d77922a131c7938
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

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