Ethyl 3-{4-[(prop-2-en-1-yl)oxy]phenyl}propanoate → Methoxyethyl 2-methyl-3-(3-allyl-4-hydroxyphenyl)propionate

HRID 581003Notes

Reaction equation

HRID 581003 reaction equation
[CH2:1](OC1C=CC(CCC(OCC)=O)=CC=1)[CH:2]=[CH2:3].[CH3:18][CH:19]([CH2:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][CH2:35][CH:36]=[CH2:37])=[CH:30][CH:29]=1)[C:20]([O:22][CH2:23][CH2:24][O:25][CH3:26])=[O:21].C(C1C=C(CCC(OCC)=O)C=CC=1O)C=C>>[CH3:18][CH:19]([CH2:27][C:28]1[CH:29]=[CH:30][C:31]([O:34][CH2:35][CH:36]=[CH2:37])=[CH:32][CH:33]=1)[C:20]([O:22][CH2:23][CH2:24][O:25][CH3:26])=[O:21].[CH3:18][CH:19]([CH2:27][C:28]1[CH:29]=[CH:30][C:31]([OH:34])=[C:32]([CH2:3][CH:2]=[CH2:1])[CH:33]=1)[C:20]([O:22][CH2:23][CH2:24][O:25][CH3:26])=[O:21]

Participants

5

Reactant 3

HCID 19348971Ethyl 3-{4-[(prop-2-en-1-yl)oxy]phenyl}propanoateHCID 54219826Methoxyethyl 2-methyl-3-(4-allyloxyphenyl)propionateHCID 54533632Ethyl 3-[4-hydroxy-3-(prop-2-EN-1-YL)phenyl]propanoate

Product 2

HCID 54051086Methoxyethyl 2-methyl-3-(3-allyl-4-hydroxyphenyl)propionateHCID 54219826Methoxyethyl 2-methyl-3-(4-allyloxyphenyl)propionate

Procedure

Methoxyethyl 2-methyl-3-(4-allyloxyphenyl)propionate was prepared using the procedure used to prepare ethyl 3-(4-allyloxyphenyl)propionate (see Example 1). Methoxyethyl 2-methyl-3-(3-allyl-4-hydroxyphenyl)propionate was prepared from methoxyethyl 2-methyl-3-(4-allyloxyphenyl)propionate using the method described in Example 1 for the preparation of ethyl 3-(3-allyl-4-hydroxyphenyl)propionate. The product was isolated as a yellow oil; microanalysis; found: C, 69.0 H, 7.70%; C16H22O4 requires C, 69.0 H. 7.97%; m/z 279 (M+H).

Workup

  1. customThe product was isolated as a yellow oil

Sources & evidence

ORD record
ord-09fd11bccb7940baaabbd169fd08c0c3
Source dataset
uspto-grants-1999_07
Patent number
US05919793

Reaction notes

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