Methanol → HCID 19890426, compound

HRID 893543Notes

Reaction equation

HRID 893543 reaction equation
[OH-].[Na+].CO.[F:5][C:6]([F:27])([F:26])[CH:7]([CH2:22][CH2:23][CH2:24][CH3:25])[CH2:8][CH2:9][O:10][C:11]1[CH:21]=[CH:20][C:14]([C:15]([O:17]CC)=[O:16])=[CH:13][CH:12]=1>O>[F:5][C:6]([F:26])([F:27])[CH:7]([CH2:22][CH2:23][CH2:24][CH3:25])[CH2:8][CH2:9][O:10][C:11]1[CH:21]=[CH:20][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 19890431HCID 19890431, compound

Product 1

HCID 19890426HCID 19890426, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
50 °C

Procedure

0.082 g of sodium hydroxide was dissolved in 1 ml of water, followed by addition of 3 ml of methanol and 0.22 g of ethyl p-(3-trifluoromethylheptyloxy)-benzoate and 3 hours of stirring at 50° C. After the reaction, water was added, methanol was removed by distillation under a reduced pressure, and 6N-hydrochloric acid was added to precipitate a crystal. The crystal was recovered by filtration, washed with water and dried to obtain 0.15 g (yield: 76%) of p-(3-trifluoromethylheptyloxy)benzoic acid, which showed: [α]D24 +4.2, [α]43525 +8.6 (c 1.00, CHCl3).

Workup

  1. additionwas added
  2. custommethanol was removed by distillation under a reduced pressure, and 6N-hydrochloric acid
  3. additionwas added
  4. customto precipitate a crystal
  5. filtrationThe crystal was recovered by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-483017e51de14b48b71fbca020e4acbd
Source dataset
uspto-grants-1992_06
Patent number
US05126071

Reaction notes

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