Methylamine → HCID 19104677, compound

HRID 1197933Notes

Reaction equation

HRID 1197933 reaction equation
[C:1]1([S:7]([CH2:10][CH2:11][CH2:12]O)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC1C=CC(S([O-])(=O)=O)=CC=1.[CH3:25][NH2:26]>>[CH3:25][NH:26][CH2:12][CH2:11][CH2:10][S:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:9])=[O:8]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 86747489HCID 86747489, compound

Product 1

HCID 19104677HCID 19104677, compound

Procedure

25.5 g (71.9 mmol) of 3-(phenylsulfonyl)-1-propanol-4-methylbenzenesulfonate [see H. O. Fong et al., Can. J. Chem., 57, 1206 (1979)]were dissolved in 45 ml of methylamine and stirred for 24 hours at 80° and 1000 kpa. Thereafter, the methylamine was evaporated under reduced pressure, the residue was poured into ice-water and extracted with methylene chloride. The methylene chloride extracts were dried over potassium carbonate and evaporated under reduced pressure, whereby there were obtained 14.1 g of N-methyl-3-(phenylsulfonyl)propylamine as an oil, MS: 214 (M+H)+.

Workup

  1. customThereafter, the methylamine was evaporated under reduced pressure
  2. additionthe residue was poured into ice-water
  3. extractionextracted with methylene chloride
  4. dry with materialThe methylene chloride extracts were dried over potassium carbonate
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-ecdb03a54b844a439aae26349fb98529
Source dataset
uspto-grants-1994_01
Patent number
US05278148

Reaction notes

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