Trifluoroacetic acid → 1487500-98-0

HRID 1776233Notes

Reaction equation

HRID 1776233 reaction equation
COC1C=C(OC)C=CC=1C[N:6]1[CH2:10][CH2:9][C:8]([CH3:12])([CH3:11])[S:7]1(=[O:14])=[O:13].FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:11][C:8]1([CH3:12])[S:7](=[O:14])(=[O:13])[NH:6][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86702156HCID 86702156, compound

Product 1

HCID 867021551487500-98-0Yield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a 0° C. solution of 2-(2,4-dimethoxybenzyl)-5,5-dimethylisothiazolidine-1,1-dioxide (0.220 g, 0.7 mmol) in methylene chloride (10 mL) was added trifluoroacetic acid (3.591 mL, 48.3 mmol) and the resulting red solution was stirred at 0° C. for 3 hrs and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (20-80% ethyl acetate/hexanes) to give a clear oil (0.087 g, 86%). 1HNMR (300 MHz, CDCl3) δ 4.61 (br s, 1H), 3.32-3.26 (td, 2H, J=5.1, 7.1 Hz), 2.25-2.20 (t, 2H, J=7.2 Hz), 1.43 (s, 6H).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe crude product was purified by silica gel chromatography (20-80% ethyl acetate/hexanes)

Sources & evidence

ORD record
ord-9985c65d3492485e91a6947f655728e6
Source dataset
uspto-grants-2016_02
Patent number
US09265772B2

Reaction notes

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