Hydrochloric Acid → HCID 57444984, compound

HRID 554696Notes

Reaction equation

HRID 554696 reaction equation
[F:1][C:2]([F:17])([F:16])[CH2:3][CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14]C)=[O:13].[OH-].[Li+].O.Cl>C1COCC1.CCOCC>[F:1][C:2]([F:16])([F:17])[CH2:3][CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 57444983HCID 57444983, compound

Product 1

HCID 57444984HCID 57444984, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

Methyl 7-(3,3,3-trifluoropropoxy)heptanoate (50 mmol) is dissolved in 500 ml of THF in a round-bottomed flask, and solid lithium hydroxide (65 mmol, 1.3 eq) is added in portions at RT. The mixture is stirred at RT for 1 hr, and 100 ml of water and 200 ml of MTB ether are subsequently added. The mixture is acidified to pH 1 using aqueous HCl, the phases are separated, and the aqueous phase is extracted a number of times with MTB. The combined organic phases are dried over sodium sulfate and evaporated in a rotary evaporator. The carboxylic acid formed in this way is employed directly in the subsequent step.

Workup

  1. customthe phases are separated
  2. extractionthe aqueous phase is extracted a number of times with MTB
  3. dry with materialThe combined organic phases are dried over sodium sulfate
  4. customevaporated in a rotary evaporator

Sources & evidence

ORD record
ord-038e9d5f9a984ec7893d3d94564cfe89
Source dataset
uspto-grants-2011_11
Patent number
US08049022B2

Reaction notes

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