Trifluoroacetic acid → Trifluoroacetate

HRID 2304372Notes

Reaction equation

HRID 2304372 reaction equation
C([O:5][C:6](=[O:28])[C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([N:20]([CH2:24][CH2:25][Cl:26])[CH2:21][CH2:22][Cl:23])=[C:16]([CH3:27])[CH:15]=2)=[CH:9][CH:8]=1)(C)(C)C.[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32]>ClCCl>[Cl:23][CH2:22][CH2:21][N:20]([CH2:24][CH2:25][Cl:26])[C:17]1[CH:18]=[CH:19][C:14]([O:13][C:10]2[CH:11]=[CH:12][C:7]([C:6]([OH:28])=[O:5])=[CH:8][CH:9]=2)=[CH:15][C:16]=1[CH3:27].[F:29][C:30]([F:35])([F:34])[C:31]([O-:33])=[O:32]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53716291HCID 53716291, compound

Product 2

HCID 84468TrifluoroacetateYield 73%HCID 18435329HCID 18435329, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of compound 5 in dichloromethane (5 ml) and trifluoroacetic acid (10 mL) was allowed to stir at ambient temperature for 2 hours. The mixture was evaporated to dryness, azeotroped twice with ethyl acetate to give 4-{4-[bis(2-chloroethyl)-amino]-3-methyl-phenoxy)-benzoic acid (compound 6) as a solid trifluoroacetate salt (1.0 g, 73% yield). Melting point, 91-3° C.

Workup

  1. customThe mixture was evaporated to dryness
  2. customazeotroped twice with ethyl acetate

Sources & evidence

ORD record
ord-50755e2aa8c34255b31739c12769ca40
Source dataset
uspto-grants-2002_08
Patent number
US06436691B1

Reaction notes

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