Triethylamine → HCID 19029360, compound

HRID 2256291Notes

Reaction equation

HRID 2256291 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:5][C:6]([N:8]([CH3:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:7].CCN(CC)CC.[CH3:29][S:30](Cl)(=[O:32])=[O:31]>C(Cl)Cl>[CH3:29][S:30]([O:1][CH2:2][CH2:3][CH:4]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[CH2:5][C:6]([N:8]([CH3:15])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:7])(=[O:32])=[O:31]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19029331HCID 19029331, compound

Product 1

HCID 19029360HCID 19029360, compoundYield 100.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Beta-(2-hydroxyethyl)-N-methyl-N-phenylbenzenepropanamide (5.0 g) in CH2Cl2 (100 mL) was cooled to -5° to -10° C. and treated sequentially with Et3N (2.23 g), and methanesulfonyl chloride (2.53 g). After two hours the reaction mixture was washed with water(3×50 mL) and the organic layer separated, dried over MgSO4, filtered and concentrated under reduced pressure to give the title compound (6.4 g).

Workup

  1. washAfter two hours the reaction mixture was washed with water(3×50 mL)
  2. customthe organic layer separated
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3cd96c41be9349878c2c74aae733677b
Source dataset
uspto-grants-1997_08
Patent number
US05654316

Reaction notes

Loading…