Hydrochloric Acid → 3,6,9,12,15,18,21-Heptaoxatricosanoic acid, 23,23,23-trifluoro-

HRID 899428Notes

Reaction equation

HRID 899428 reaction equation
[F:1][C:2]([F:30])([F:29])[CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][C:24]([O:26]CC)=[O:25].Cl>[OH-].[Na+].[Cl-].[Na+].O>[F:1][C:2]([F:29])([F:30])[CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][C:24]([OH:26])=[O:25]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 17956300HCID 17956300, compound

Product 1

HCID 102737623,6,9,12,15,18,21-Heptaoxatricosanoic acid, 23,23,23-trifluoro-Yield 88%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

The product of step (e) (400 mg) was dissolved in an aqueous sodium hydroxide solution (0.1M) (10 ml) and the reaction was stirred at room temperature for 16 hours. The reaction mixture was acidified to pH 2 by the addition of hydrochloric acid (2M), then this was diluted with brine (200 ml) and extracted with dichloromethane (2×200 ml). The combined organic layers were dried and the solvent removed in vacuo to give the title compound as a colourless oil (330 mg).

Workup

  1. extractionextracted with dichloromethane (2×200 ml)
  2. customThe combined organic layers were dried
  3. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-6c11f587751e4f65be609191c3e9a1b3
Source dataset
uspto-grants-2008_04
Patent number
US07354966B2

Reaction notes

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