11-Bromo-1-undecanol → HCID 22987078, compound

HRID 987865Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:13](=[CH2:17])C(O)=O)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12])[CH3:2].Br[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][OH:30].C1(C)C=CC=CC=1.[C:38]([O:41]CC)(=[O:40])C>>[CH2:1]([O:3][C:4]1[CH:5]=[C:6](/[CH:13]=[CH:17]/[C:38]([O:41][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][OH:30])=[O:40])[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12])[CH3:2]

Participants

Reactant 3

HCID 7416311-Bromo-1-undecanol

HCID 21584019Toluene ethylacetate

HCID 86585220HCID 86585220, compound

Product 1

HCID 22987078HCID 22987078, compound

Procedure

The preparation is carried out analogously to Example 1 from 0.94 g (4.00 mmol) of 3(E)-(3,4-diethoxyphenylacrylic acid and 1.10 g (4.40 mmol) of 11-bromo-1-undecanol and, after chromatography over silica gel using toluene/ethyl acetate, gives 11-hydroxyundecyl 3(E)-(3,4-diethoxyphenyl)acrylate.

Sources & evidence

ORD record: ord-25e82eaaf24647cfbacf08efeb83c9c0
Source dataset: uspto-grants-2003_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06632909B2

Reaction notes

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