Water → HCID 14424373, compound

HRID 1199624Notes

Reaction equation

HRID 1199624 reaction equation
CC(C)([O-])C.[K+].[NH:7]1[CH2:11][CH2:10][CH2:9][C:8]1=[O:12].[C:13]1([CH2:19][S:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH2:27]Cl)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.O>CN(C)C=O>[C:13]1([CH2:19][S:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH2:27][N:7]2[CH2:11][CH2:10][CH2:9][C:8]2=[O:12])[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 120252-PyrrolidoneHCID 125079034521-46-4HCID 23665647Potassium tert-butoxide

Product 1

HCID 14424373HCID 14424373, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1.35 g of potassium-tert-butoxide in 25 mL of dimethylformamide, cooled to 0° C., was added 0.92 mL of 2-pyrrolidinone. As a white precipitate formed, the mixture was stirred for 10 minutes, and 3.0 g of 2-phenylmethylthio chloromethyl benzene was added in one portion. The resulting solution was allowed to warm to room temperature, stirred for 1 hour, poured into water, and extracted with methylene chloride. The organic layer was washed well with water, dried over magnesium sulfate, filtered, and the filtrate evaporated to leave 3.0 g of a yellow oil.

Workup

  1. customAs a white precipitate formed
  2. stirringstirred for 1 hour
  3. extractionextracted with methylene chloride
  4. washThe organic layer was washed well with water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customthe filtrate evaporated

Sources & evidence

ORD record
ord-47ed467b47c44e8397fd33b0229d5afd
Source dataset
uspto-grants-1990_02
Patent number
US04902339

Reaction notes

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