Hydrochloric Acid → Benzoic acid, 4-(10-undecenyloxy)-

HRID 863361Notes

Reaction equation

HRID 863361 reaction equation
[CH2:1]([O:12][C:13]1[CH:23]=[CH:22][C:16]([C:17]([O:19]CC)=[O:18])=[CH:15][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11].[OH-].[Na+].CO.Cl>O>[CH2:1]([O:12][C:13]1[CH:14]=[CH:15][C:16]([C:17]([OH:19])=[O:18])=[CH:22][CH:23]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887Methanol2×HCID 14798Sodium HydroxideHCID 14549135HCID 14549135, compound

Product 1

HCID 3713710Benzoic acid, 4-(10-undecenyloxy)-Yield 99.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 5.80 g (18.2 mM) of ethyl p-(10-undecenyl)oxybenzoate and 2.18 mg (54.6 mM) of sodium hydroxide in 4 ml of water, and 30 ml of methanol were stirred for 3 hours under heating. After the reaction, 20 ml of distilled water was added, followed by distilling-off of methanol and acidification of the solution with 6M-hydrochloric acid. The thus-produced p-(10-undecenyl)oxybenzoic acid was recovered by filtration and dried under vacuum in a dessicator to obtain 5.25 g (18.1 mM) of p-(10-undecenyl)oxybenzoic acid. Yield: 99.5% %.

Workup

  1. temperatureunder heating
  2. additionwas added
  3. filtrationThe thus-produced p-(10-undecenyl)oxybenzoic acid was recovered by filtration
  4. customdried under vacuum in a dessicator

Sources & evidence

ORD record
ord-f27186c9732f4e50beae606cc500b9e0
Source dataset
uspto-grants-1998_02
Patent number
US05720898

Reaction notes

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