1-Bromodecane → 5-(Decyloxy)-2-hydroxybenzoic acid methyl ester

HRID 488312Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:5]=1[OH:11].Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([O:10][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH:7]=[CH:6][C:5]=1[OH:11]

Participants

Reactant 2

HCID 81731-Bromodecane

HCID 75077Methyl Gentisate

Product 1

HCID 545204765-(Decyloxy)-2-hydroxybenzoic acid methyl esterYield 51%

Procedure

The reaction of 2,5-dihydroxybenzoic acid methyl ester with 1-bromodecane under conditions described in Example 58 gave 5-(decyloxy)-2-hydroxybenzoic acid methyl ester (51% yield, mp 40°-43°).

Sources & evidence

ORD record: ord-07762ec257ee4d0faf242acdda9d0ae5
Source dataset: uspto-grants-1994_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05298652

Reaction notes

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