Sodium Hydroxide → Sodium alpha-[3-(trifluoromethyl)benzylamino]-1-benzylindole-3-acetate

HRID 5604Notes

Reaction equation

HRID 5604 reaction equation
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:4]=[C:5]([CH:28]=[CH:29][CH:30]=1)[CH2:6][NH:7][CH:8]([C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:13]=1)[C:9]([OH:11])=[O:10].[OH-].[Na+:34]>CO>[F:32][C:2]([F:1])([F:31])[C:3]1[CH:4]=[C:5]([CH:28]=[CH:29][CH:30]=1)[CH2:6][NH:7][CH:8]([C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:13]=1)[C:9]([O-:11])=[O:10].[Na+:34]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53973377HCID 53973377, compound

Product 1

HCID 67883690Sodium alpha-[3-(trifluoromethyl)benzylamino]-1-benzylindole-3-acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3 g (6.84 mmoles) of α-[3-(trifluoromethyl)benzylamino]-1-benzylindole 3-acetic acid, 3.4 ml (6.80 mmoles) of 2N NaOH, and 100 ml of MeOH was warmed until a solution was obtained (one to two hours). The solvent was evaporated. The residue was dried in a vacuum oven at 66° for 70 hours giving 2.70 (86%) of the title compound as an orange solid, m.p. 210°-215°.

Workup

  1. temperaturewas warmed until a solution
  2. customwas obtained (one to two hours)
  3. customThe solvent was evaporated
  4. customThe residue was dried in a vacuum oven at 66° for 70 hours

Sources & evidence

ORD record
ord-117b19d4882f4413bce8c78046c64c8c
Source dataset
uspto-grants-1993_09
Patent number
US05245046

Reaction notes

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