Dimethylformamide → HCID 22412557, compound

HRID 2081938Notes

Reaction equation

HRID 2081938 reaction equation
C[C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[C:9](=[O:12])([O-])[O-].[K+].[K+].[CH3:15]N(C)C=O.Br[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]C>C(OCC)(=O)C>[CH3:15][S:8][C:5]1[CH:4]=[CH:3][C:2]([O:12][CH2:9][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH3:21])=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 78114-MethylbenzenethiolHCID 89191-BromododecaneHCID 11430Potassium Carbonate

Product 1

HCID 22412557HCID 22412557, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 50.9 g of 4-methylthiophenol, 125 g of potassium carbonate and 300 ml of N,N-dimethylformamide was heated and stirred in a nitrogen steam on a steam bath. And 90.5 g of 1-bromododecane was dropwise added to the mixture over a 1-hour period. After the conclusion of the addition, the reaction mixture was stirred for 3 hours and to the solution ethyl acetate was added, and filtration and washing were conducted. The ethyl acetate solution was concentrated and to the residue methanol was added to deposit 100 g of docecyl 4-methylthiophenyl ether white crystal.

Workup

  1. temperaturewas heated
  2. additionAfter the conclusion of the addition
  3. additionwas added
  4. filtrationfiltration
  5. washwashing
  6. concentrationThe ethyl acetate solution was concentrated and to the residue methanol
  7. additionwas added

Sources & evidence

ORD record
ord-b104aa3270bc48869f42be2bea928c34
Source dataset
uspto-grants-1993_02
Patent number
US05187055

Reaction notes

Loading…