p-n-Octadecyloxybenzoic acid → 4-(trans-3-Decenyloxy)-benzoic acid

HRID 369538

Reaction equation

HRID 369538 reaction equation
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12]/[CH:13]=[CH:14]/[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:6][CH:5]=1.O.[OH-].[Li+].C(OC1C=CC(C(O)=O)=CC=1)CCCCCCCCCCCCCCCCC>CO>[CH2:11]([O:10][C:7]1[CH:6]=[CH:5][C:4]([C:3]([OH:21])=[O:2])=[CH:9][CH:8]=1)[CH2:12]/[CH:13]=[CH:14]/[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

5

Reactant 3

HCID 139993p-n-Octadecyloxybenzoic acidHCID 168937Lithium hydroxide, monohydrateHCID 18521096Methyl-4-(trans-3-decenyloxy)-benzoate

Product 1

HCID 185211034-(trans-3-Decenyloxy)-benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ester 35h (600 mg, 2.07 mmol), and lithium hydroxide monohydrate (867 mg, 20.7 mmol) in 20 ml methanol were reacted according to the procedure for compound 36a. The yield was 500 mg (87%) of a white powder which was not quite pure (95%). The product was used without further purification.

Workup

  1. customThe product was used without further purification

Sources & evidence

ORD record
ord-b213ca41cefd427f9bb23e37e0e5988d
Source dataset
uspto-grants-2000_10
Patent number
US06139771

Linked notes

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