4-Bromomethylphthalic acid dimethyl ester → (Z)-7-[3-(3,4-bis-Hydroxymethylbenzyloxy)phenyl]-3-ethyloct-6-en-3-ol

HRID 2120478Notes

Reaction equation

HRID 2120478 reaction equation
[CH2:1]([C:3]([OH:18])([CH2:6][CH2:7]/[CH:8]=[C:9](\[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([OH:17])[CH:12]=1)/[CH3:10])[CH2:4][CH3:5])[CH3:2].Br[CH2:20][C:21]1[CH:22]=[C:23]([C:31](OC)=[O:32])[C:24](=[CH:29][CH:30]=1)[C:25](OC)=[O:26]>>[OH:32][CH2:31][C:23]1[CH:22]=[C:21]([CH:30]=[CH:29][C:24]=1[CH2:25][OH:26])[CH2:20][O:17][C:13]1[CH:12]=[C:11](/[C:9](/[CH3:10])=[CH:8]\[CH2:7][CH2:6][C:3]([CH2:4][CH3:5])([OH:18])[CH2:1][CH3:2])[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 232556044-Bromomethylphthalic acid dimethyl esterHCID 69685358(Z)-3-ethyl-7-(3-hydroxyphenyl)oct-6-en-3-ol

Product 1

HCID 11418120(Z)-7-[3-(3,4-bis-Hydroxymethylbenzyloxy)phenyl]-3-ethyloct-6-en-3-olYield 92%

Procedure

In a manner similar to Example 64(d), by reacting 234 mg (0.95 mmol) of (Z)-3-ethyl-7-(3-hydroxyphenyl)oct-6-en-3-ol with 356 mg (1.24 mmol) of dimethyl 4-bromomethylphthalate, .398 mg (92%) of expected product are obtained in the form of an oil.

Sources & evidence

ORD record
ord-edc508c20ac84c23a1feb258494a8fd9
Source dataset
uspto-grants-2004_02
Patent number
US06689922B1

Reaction notes

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