3-Chloro-4-hydroxybenzoic acid → (R)-3-chloro-4-(2-n-hexyloxypropanoyloxy)benzoic acid

HRID 653590Notes

Reaction equation

HRID 653590 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[OH:11])[C:5]([OH:7])=[O:6].[CH2:12]([O:18][C@H:19]([CH3:23])[C:20](Cl)=[O:21])[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][C:20](=[O:21])[C@H:19]([O:18][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH3:23])[C:5]([OH:7])=[O:6]

Participants

3

Reactant 2

HCID 198603-Chloro-4-hydroxybenzoic acidHCID 22844813(R)-2-n-hexyloxypropanoyl chloride

Product 1

HCID 22844815(R)-3-chloro-4-(2-n-hexyloxypropanoyloxy)benzoic acid

Procedure

Using 3-chloro-4-hydroxybenzoic acid 1/2 hydrate (3.76 g, 20.7 mmol) and (R)-2-n-hexyloxypropanoyl chloride (3.98 g, 20.7 mmol), the reaction was carried out in the same manner as described in Example 4, (1), to give the title compound as a pale yellow oil; yield: 2.60 g.

Sources & evidence

ORD record
ord-4044d592bc5244ebbebd20288d3639ca
Source dataset
uspto-grants-1992_07
Patent number
US05128062

Reaction notes

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