Water → HCID 71246221, compound

HRID 1519100Notes

Reaction equation

HRID 1519100 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:9])[C:5]([NH2:8])([CH3:7])[CH3:6].[F:10][C:11]([F:23])([F:22])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[S:18](Cl)(=[O:20])=[O:19].C(N(CC)CC)C.O>C(Cl)Cl>[CH3:2][O:3][C:4](=[O:9])[C:5]([CH3:7])([NH:8][S:18]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:11]([F:10])([F:22])[F:23])(=[O:20])=[O:19])[CH3:6]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 1366162-Trifluoromethylbenzenesulphonyl chlorideHCID 13258034Methyl 2-aminoisobutyrate hydrochloride

Product 1

HCID 71246221HCID 71246221, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl-2-amino-2-methylpropanoate hydrochloride (1 g, 6.53 mmol) was dissolved in CH2Cl2 (20 ml), and added with 2-(trifluoromethyl)benzene-1-sulfonylchloride (1.76 g, 7.18 mmol) and triethylamine (3.6 ml, 26.1 mmol), followed by stirring at room temperature for 12 hours. The resultant solution was added with H2O, extracted with CH2Cl2 (×2), dried with MgSO4, and filtered. Through vacuum distillation, the solvent was removed. The resultant mixture was purified with column chromatography so as to obtain methyl-2-methyl-2-(2-(trifluoromethyl)phenylsulfonamido)propanoate (1.98 g, 6.08 mmol, 93%).

Workup

  1. extractionextracted with CH2Cl2 (×2)
  2. dry with materialdried with MgSO4
  3. filtrationfiltered
  4. distillationThrough vacuum distillation
  5. customthe solvent was removed
  6. customThe resultant mixture was purified with column chromatography so as

Sources & evidence

ORD record
ord-93d5bc62d8db4b75a127b41735de49c0
Source dataset
uspto-grants-2015_07
Patent number
US09073830B2

Reaction notes

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