(1E)-6-bromo-1-(4-methoxyphenyl)-1-hexene → HCID 67795002, compound

HRID 1707296Notes

Reaction equation

HRID 1707296 reaction equation
[CH3:1][O:2][C:3](=[O:25])[CH2:4][CH2:5][C:6]1[CH:11]=[C:10]([C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([O:22][CH3:23])=[O:21])[N:15]=2)=[O:13])[CH:9]=[CH:8][C:7]=1[OH:24].Br[CH2:27][CH2:28][CH2:29][CH2:30]/[CH:31]=[CH:32]/[C:33]1[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=1>>[CH3:1][O:2][C:3](=[O:25])[CH2:4][CH2:5][C:6]1[CH:11]=[C:10]([C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([O:22][CH3:23])=[O:21])[N:15]=2)=[O:13])[CH:9]=[CH:8][C:7]=1[O:24][CH2:27][CH2:28][CH2:29][CH2:30]/[CH:31]=[CH:32]/[C:33]1[CH:34]=[CH:35][C:36]([O:39][CH3:40])=[CH:37][CH:38]=1

Participants

3

Reactant 2

HCID 15472944(1E)-6-bromo-1-(4-methoxyphenyl)-1-hexeneHCID 54172313HCID 54172313, compound

Product 1

HCID 67795002HCID 67795002, compoundYield 73.9%

Procedure

Under the conditions of example 1A, 640 mg of 3-[5-(6-methoxycarbonyl-2-pyridylcarbonyl)-2-hydroxyphenyl]-propionic acid methyl ester is reacted with 505 mg of (1E)-6-bromo-l-(4-methoxyphenyl)- 1-hexene, worked up and the crude product chromatographed on silica gel with hexane/ethyl acetate (0-15%). 732 mg of 3-{5-[6-methoxycarbonyl-2-pyridylcarbonyl]-2-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-phenyl}-propionic acid methyl ester of melting point 80°-82° C. is obtained.

Workup

  1. customthe crude product chromatographed on silica gel with hexane/ethyl acetate (0-15%)

Sources & evidence

ORD record
ord-ef61dbcf239b4805a1d42341110e2de0
Source dataset
uspto-grants-1994_10
Patent number
US05352701

Reaction notes

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