Myristyl bromide → HCID 86747714, compound

HRID 488307Notes

Reaction equation

HRID 488307 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][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([O:10][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH3:14])[CH:7]=[CH:6][C:5]=1[OH:11]

Participants

3

Reactant 2

HCID 8208Myristyl bromideHCID 75077Methyl Gentisate

Product 1

HCID 86747714HCID 86747714, compoundYield 43%

Procedure

The reaction of 2,5-dihydroxybenzoic acid methyl ester with 1-bromotetradecane under conditions described in Example 58 gave 2-(hydroxy-5-(tetradecyloxy)benzoic acid methyl ester (43% yield, mp 49°-53°). The nmr and mass spectra were compatible with the structure.

Sources & evidence

ORD record
ord-ff0f6664bfac4c6fab0214043696fc92
Source dataset
uspto-grants-1994_03
Patent number
US05298652

Reaction notes

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