Dicyclohexylcarbodiimide → 6-chlorohexyl (2E)-3-(4-butoxy-3-methoxyphenyl)-2-propenoate

HRID 1797344Notes

Reaction equation

HRID 1797344 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]([OH:16])=[O:15])=[CH:8][C:7]=1[O:17][CH3:18])[CH2:2][CH2:3][CH3:4].[Cl:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]O.C1(C)C=CC(S([O-])(=O)=O)=CC=1.CN(C)C1C=C[NH+]=CC=1.C1(N=C=NC2CCCCC2)CCCCC1>>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]([O:16][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][Cl:19])=[O:15])=[CH:8][C:7]=1[O:17][CH3:18])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 748286-Chloro-1-hexanolHCID 59335643-(4-Butoxy-3-methoxyphenyl)prop-2-enoic acidHCID 111854944-(Dimethylamino)pyridinium 4-toluenesulfonate

Product 1

HCID 865943186-chlorohexyl (2E)-3-(4-butoxy-3-methoxyphenyl)-2-propenoate

Procedure

Preparation was carried out analogously to Example 5 using 4.24 g (16.94 mmol) (2E)-3-(4-butoxy-3-methoxyphenyl)-2-propenoic acid, 2.20 g (16.13 mmol) 6-chloro-1-hexanol, 1.90 g (6.45 mmol) 4-(dimethylamino)pyridinium p-toluenesulfonate and 4.16 g (20.17 mmol) N,N′-dicyclohexylcarbodiimide to give 6-chlorohexyl (2E)-3-(4-butoxy-3-methoxyphenyl)-2-propenoate as colorless oil.

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-4607200730c641c88a1767a34e4b86e7
Source dataset
uspto-grants-2006_04
Patent number
US07034098B2

Reaction notes

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