Water → HCID 23356372, compound

HRID 233492Notes

Reaction equation

HRID 233492 reaction equation
C[O-].[Na+].[CH3:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:14]([CH2:28][C:29]([CH3:32])([OH:31])[CH3:30])[CH2:15][CH2:16]OS(C2C=CC(C)=CC=2)(=O)=O)(=[O:13])=[O:12])=[CH:7][CH:6]=1.O>CO>[CH3:30][C:29]1([CH3:32])[O:31][CH2:16][CH2:15][N:14]([S:11]([C:8]2[CH:9]=[CH:10][C:5]([CH3:4])=[CH:6][CH:7]=2)(=[O:13])=[O:12])[CH2:28]1

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium Methoxide2×HCID 54430516HCID 54430516, compound

Product 1

HCID 23356372HCID 23356372, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium methoxide (9.7 g) was added to a stirred solution of 1-{N-[(4-methylphenyl)sulfonyl]-N-[(4-methylphenyl)sulfonyloxyethyl]amino}-2-methyl-2-propanol (72.2 g) in methanol (350 ml) and the solution was stirred at room temperature for 1.5 h. A further amount of sodium methoxide (9.7 g) was then added and the mixture was stirred for an additional 30 min. The suspension was poured into water (1.2 l) and the mixture was stirred for 20 min. The colourless solid was filtered off, washed with water and dried in vacuo at 60° C. to give 2,2-dimethyl-4-[(4-methylphenyl)sulfonyl]morpholine (41.0 g). m.p. 95°-97° C.

Workup

  1. stirringthe mixture was stirred for an additional 30 min
  2. stirringthe mixture was stirred for 20 min
  3. filtrationThe colourless solid was filtered off
  4. washwashed with water
  5. customdried in vacuo at 60° C.

Sources & evidence

ORD record
ord-0bfe4c1035d145118eacea6898c41a51
Source dataset
uspto-grants-1997_01
Patent number
US05593983

Reaction notes

Loading…