Water → HCID 20470805, compound

HRID 1388296Notes

Reaction equation

HRID 1388296 reaction equation
[C:1]([NH:4][CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[OH:14])[C:6]1=[O:15])(=[O:3])[CH3:2].[H-].[Na+].[CH3:18][S:19][CH2:20]Cl.O>CN(P(N(C)C)(N(C)C)=O)C>[C:1]([NH:4][CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[O:14][CH2:18][S:19][CH3:20])[C:6]1=[O:15])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 16916Chloromethyl methyl sulfideHCID 24758Sodium hydrideHCID 20470798N-(4-Hydroxy-1-oxo-2,3-dihydro-1H-inden-2-yl)acetamide

Product 1

HCID 20470805HCID 20470805, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

To 2-acetylamino-4-hydroxy-1-indanone 10.25 g (0.05 m) in 50 ml of dry HMPA under N2 is added 2.6 g (0.055 m) of a 50% oil dispersion of sodium hydride in portions. After stirring at room temperature for 1/2 hr, 5.3 g (0.055 m) of chloromethyl methyl sulfide is added, and the mixture is stirred overnight. Water is added and the mixture is extracted with ethyl acetate which is back-washed with water. After drying (Na2SO4) and concentration, the desired product is obtained.

Workup

  1. stirringthe mixture is stirred overnight
  2. extractionthe mixture is extracted with ethyl acetate which
  3. washis back-washed with water
  4. customAfter drying
  5. concentration(Na2SO4) and concentration

Sources & evidence

ORD record
ord-21ab3372c1144164aa28c71bf92e7848
Source dataset
uspto-grants-1984_02
Patent number
US04431647

Reaction notes

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