Water → Methyl 3-(pentyloxy)benzoate

HRID 1977265

Reaction equation

[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([OH:10])[CH:5]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].O>CN(C)C=O.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH:5]=1

Participants

Conditions

Temperature: 80 °C

Procedure

To 3-hydroxybenzoic acid methyl ester (25 g) and potassium carbonate (25 g) in N,N-dimethylformamide (300 ml) were added 1-bromopentane (25 ml) and the mixture was stirred for 7 hours at 80° C. the reaction mixture was added to a mixture of water and ethyl acetate. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off and the filtrate was evaporated under reduced pressure to give 3-amyloxybenzoic acid methyl ester (35 g).

Workup

dry with materialdried over magnesium sulfate
filtrationThe magnesium sulfate was filtered off
customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record: ord-823c719222d34c939affd72bac9d4987
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06232290B1

Linked notes

Loading…