5-Bromopentyl acetate → HCID 67780195, compound

HRID 1648014Notes

Reaction equation

HRID 1648014 reaction equation
[OH:1][C:2]1[CH:13]=[CH:12][CH:11]=[CH:10][C:3]=1[CH:4]=[CH:5][C:6]([O:8][CH3:9])=[O:7].[C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]Br)(=[O:16])[CH3:15]>>[CH3:9][O:8][C:6](=[O:7])/[CH:5]=[CH:4]/[C:3]1[CH:10]=[CH:11][CH:12]=[CH:13][C:2]=1[O:1][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][O:17][C:14](=[O:16])[CH3:15]

Participants

3

Reactant 2

HCID 851405-Bromopentyl acetateHCID 89400Methyl 3-(2-hydroxyphenyl)prop-2-enoate

Product 1

HCID 67780195HCID 67780195, compound

Procedure

Using the procedure of example 63, 1.78 g (10 mmol) of methyl 2-hydroxycinnamate was alkylated with 2.3 g (11 mmol) of 5-bromopentyl acetate giving (E)-3-[2-[[5-(acetyloxy)pentyl]oxy]phenyl]-2-propenoic acid methyl ester, as a pale-yellow oil, in quantitative yield. The crude product was used without further purification.

Sources & evidence

ORD record
ord-8c4fac1f412442ae893a8d36a02db11b
Source dataset
uspto-grants-1995_07
Patent number
US05434186

Reaction notes

Loading…