6-Chloro-1-hexanol → (E)-4-butoxy-3-methoxycinnamic acid 6-hydroxyhexyl ester

HRID 2308117Notes

Reaction equation

HRID 2308117 reaction equation
[CH2:1]([O:5][C:6]1[CH:16]=[CH:15][C:9](/[CH:10]=[CH:11]/[C:12]([OH:14])=[O:13])=[CH:8][C:7]=1[O:17][CH3:18])[CH2:2][CH2:3][CH3:4].Cl[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][OH:26]>>[OH:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][O:13][C:12](=[O:14])/[CH:11]=[CH:10]/[C:9]1[CH:15]=[CH:16][C:6]([O:5][CH2:1][CH2:2][CH2:3][CH3:4])=[C:7]([O:17][CH3:18])[CH:8]=1

Participants

3

Reactant 2

HCID 748286-Chloro-1-hexanolHCID 59335643-(4-Butoxy-3-methoxyphenyl)prop-2-enoic acid

Product 1

HCID 20744698(E)-4-butoxy-3-methoxycinnamic acid 6-hydroxyhexyl esterYield 79.3%

Procedure

Following the procedure of Example 1 and using 1.38 g (5.50 mmol) (E)-4butoxy-3-methoxycinnamic acid, 0.84 g (5.50 mmol) 1,8-diazabicyclo[5.4.0]undec-7-ene(1,5-5) (DBU) and 0.68 g (5.0 mmol) 6-chlorohexanol gave 1.39 g (79%) (E)-4-butoxy-3-methoxycinnamic acid 6-hydroxyhexyl ester as colourless oil.

Sources & evidence

ORD record
ord-0589173670524242b5cbf1f7b5de155d
Source dataset
uspto-grants-2004_12
Patent number
US06833421B1

Reaction notes

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