Trifluoroacetic acid → HCID 86618989, compound

HRID 656274Notes

Reaction equation

HRID 656274 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[CH:11][CH:10]=1)(C)(C)C.[F:21][C:22]([F:27])([F:26])[C:23]([OH:25])=[O:24]>ClCCl>[F:21][C:22]([F:27])([F:26])[C:23]([O-:25])=[O:24].[CH3:19][S:16]([NH:15][C:12]1[CH:13]=[CH:14][C:9]([CH2:8][NH3+:7])=[CH:10][CH:11]=1)(=[O:18])=[O:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10590341HCID 10590341, compound

Product 1

HCID 86618989HCID 86618989, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

(4-Methanesulfonylaminobenzyl)carbamic acid t-butyl ester 8-2 (500 mg) was dissolved in anhydrous dichloromethane (30 ml) and the solution was cooled to 0° C., followed by slowly adding trifluoroacetic acid (5 ml) thereto. The mixture was stirred at 0° C. for 1 hour and 30 minutes and then, after confirming the completion of the reaction using TLC, concentrated under reduced pressure to yield an orange colored residue. The residue was washed with ether and filtered to yield the compound 8-3 (420 mg, 80%) as a pink solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customto yield an orange colored residue
  3. washThe residue was washed with ether
  4. filtrationfiltered

Sources & evidence

ORD record
ord-699dcb344ba5451089ca9339bf321068
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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