Trifluoroacetic acid → Trifluoroacetate

HRID 2301090Notes

Reaction equation

HRID 2301090 reaction equation
C(OC([N:8]1[CH2:20][CH2:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([CH2:21][CH:22]=[CH2:23])[C:10]=2[CH2:9]1)=O)(C)(C)C.C1(OC)C=CC=CC=1.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[CH2:21]([N:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:18]2[CH2:19][CH2:20][NH:8][CH2:9][C:10]1=2)[CH:22]=[CH2:23].[F:32][C:33]([F:38])([F:37])[C:34]([O-:36])=[O:35]

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 108599292-t-Butoxycarbonyl-9-allyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Product 2

HCID 84468TrifluoroacetateHCID 110747129-Allyl-2,3,4,9-tetrahydro-pyrido[3,4-b]indole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dichloromethane solution (20 ml) of 2-t-butoxycarbonyl-9-allyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (624 mg, 2.0 mmol) was mixed with anisole (2 ml) and trifluoroacetic acid (3 ml) and stirred at room temperature for 6 hours. By removing the solvent by evaporation under a reduced pressure, 9-allyl-2,3,4,9-tetrahydro-pyrido[3,4-b]indole was obtained as trifluoroacetate.

Workup

  1. customBy removing the solvent
  2. customby evaporation under a reduced pressure

Sources & evidence

ORD record
ord-dcd9cf738f994833b5af900ded003ec5
Source dataset
uspto-grants-2002_12
Patent number
US06498251B1

Reaction notes

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