5-Bromopentyl acetate → (E)-3-[2-[[5-(Acetyloxy)pentyl]oxy]-6-(6-hydroxy-1-hexynyl)phenyl]-2-propenoic Acid Methyl Ester

HRID 328014

Reaction equation

HRID 328014 reaction equation
[CH3:1][O:2][C:3](=[O:20])/[CH:4]=[CH:5]/[C:6]1[C:11]([C:12]#[C:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18])=[CH:10][CH:9]=[CH:8][C:7]=1[OH:19].Br[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][O:27][C:28](=[O:30])[CH3:29]>>[CH3:1][O:2][C:3](=[O:20])/[CH:4]=[CH:5]/[C:6]1[C:11]([C:12]#[C:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18])=[CH:10][CH:9]=[CH:8][C:7]=1[O:19][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][O:27][C:28](=[O:30])[CH3:29]

Participants

3

Procedure

Using the procedure of example 63, (E)-3-[2-hydroxy-6-(6-hydroxy-1-hexynyl)phenyl]-2-propenoic acid methyl ester from the preceding example was converted into the title compound by alkylation with 5-bromopentylacetate. The product was obtained as a colorless oil in 77% yield.

Sources & evidence

ORD record
ord-03d2ce19dc984a52b0d1775b100668d0
Source dataset
uspto-grants-1993_12
Patent number
US05273999

Linked notes

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