Sodium Hydroxide → 6-[(4,4,5,5,5-Pentafluoropentyl)oxy]hexanoic acid
Reaction equation
[F:1][C:2]([F:21])([C:17]([F:20])([F:19])[F:18])[CH2:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14]CC)=[O:13].[OH-].[Na+]>O1CCOCC1>[F:1][C:2]([F:21])([C:17]([F:18])([F:19])[F:20])[CH2:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
To a stirred solution of the product of step (b) in 1,4-dioxane (5 ml) was added 0.1M sodium hydroxide solution (5 ml) and the reaction was stirred at 20° C. for 4 hours. The reaction volume was reduced by 50% in vacuo and then partitioned between water (50 ml) and dichloromethane (50 ml). The aqueous layer was acidified to pH 1 by the addition of 2M hydrochloric acid and then extracted with dichloromethane (3×50 ml). The combined organic layers were dried over magnesium sulphate and the solvent was removed in vacuo to give the title compound as a white solid (30 mg).
Workup
- custompartitioned between water (50 ml) and dichloromethane (50 ml)
- additionThe aqueous layer was acidified to pH 1 by the addition of 2M hydrochloric acid
- extractionextracted with dichloromethane (3×50 ml)
- dry with materialThe combined organic layers were dried over magnesium sulphate
- customthe solvent was removed in vacuo
Sources & evidence
- ORD record
- ord-4376e6c8466f43e19aae9d06902604b5
- Source dataset
- uspto-grants-2007_03
- Patent number
- US07195752B2
Reaction notes
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