Hydrochloric Acid → Ethyl alpha-[3-(trifluoromethyl)benzylamino]-1-ethylindole-3-acetate, hydrochloride

HRID 5610Notes

Reaction equation

HRID 5610 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][CH:27]=1)[CH2:6][NH:7][CH:8]([C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]([CH2:23][CH3:24])[CH:15]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10].[ClH:30]>CCOCC>[ClH:30].[F:29][C:2]([F:1])([F:28])[C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][CH:27]=1)[CH2:6][NH:7][CH:8]([C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]([CH2:23][CH3:24])[CH:15]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53900222HCID 53900222, compound

Product 1

HCID 131718156Ethyl alpha-[3-(trifluoromethyl)benzylamino]-1-ethylindole-3-acetate, hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Ethyl α-[3-(trifluoromethyl)benzylamino]-1-ethylindole-3-acetate (1.50 g, 3.70 mmol) was placed in 25 mL of ether, saturated with HCl gas and stirred under nitrogen for 30 minutes. The contents were concentrated to dryness in vacuo and the resulting solid recrystallized from acetone-ether (1:5) to give 1.30 g of the title compound as a crystalline white solid m.p. 141°-143° C.

Workup

  1. concentrationThe contents were concentrated to dryness in vacuo
  2. customthe resulting solid recrystallized from acetone-ether (1:5)

Sources & evidence

ORD record
ord-21c30be098ec4f848e781425f347ffe0
Source dataset
uspto-grants-1993_09
Patent number
US05245046

Reaction notes

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