Hydrochloric Acid → 3-(Decyloxy)benzoic acid

HRID 1289343Notes

Reaction equation

HRID 1289343 reaction equation
[CH2:1]([O:11][C:12]1[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=1)[C:15]([O:17]C)=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[OH-].[Na+].Cl>CO.O>[CH2:1]([O:11][C:12]1[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=1)[C:15]([OH:17])=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4143720Methyl 3-(decyloxy)benzoate

Product 1

HCID 51052003-(Decyloxy)benzoic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of methyl 3-decyloxybenzoate (9.64 g, 0.033 mol) and sodium hydroxide (6.60 g, 0.165 mol) in methanol (150 ml) and water (15 ml) was heated under reflux for 2 h. The reaction mixture was then allowed to cool, followed by addition of dilute HCl (100 ml). The crude product was filtered off, washed with water and then dried in vacuo. The material was recrystallised to yield colourless crystals.

Workup

  1. temperatureunder reflux for 2 h
  2. temperatureto cool
  3. filtrationThe crude product was filtered off
  4. washwashed with water
  5. customdried in vacuo
  6. customThe material was recrystallised
  7. customto yield colourless crystals

Sources & evidence

ORD record
ord-2b135765977b405798242602d2d7f34f
Source dataset
uspto-grants-1998_05
Patent number
US05750050

Reaction notes

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