Suprofen → HCID 12232953, compound

HRID 461743Notes

Reaction equation

HRID 461743 reaction equation
[C:1]1([C:6]([C:8]2[CH:18]=[CH:17][C:11]([CH:12]([CH3:16])[C:13]([OH:15])=[O:14])=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1.[Na].CN(C)P(N(C)C)(N(C)C)=O.Br[CH2:32][CH2:33][CH3:34]>O>[C:1]1([C:6]([C:8]2[CH:18]=[CH:17][C:11]([CH:12]([CH3:16])[C:13]([O:15][CH2:32][CH2:33][CH3:34])=[O:14])=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 5359SuprofenHCID 78401-BromopropaneHCID 12679HexamethylphosphoramideHCID 5360545Sodium

Product 1

HCID 12232953HCID 12232953, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of 28.2 parts of p-(2-thenoyl)hydratropic acid, sodium salt in 250 parts of hexamethylphosphoramide are added 49.2 parts of 1-bromopropane and the whole is stirred for 2 hours at room temperature. The reaction mixture is poured onto 1000 parts of water and the product is extracted three times with diisopropylether. The combined extracts are washed with 200 parts of water, dried, filtered and evaporated. The viscous residue is filtered off over hyflo, yielding propyl p-(2-thenoyl)hydratropate as a yellow oil.

Workup

  1. extractionthe product is extracted three times with diisopropylether
  2. washThe combined extracts are washed with 200 parts of water
  3. customdried
  4. filtrationfiltered
  5. customevaporated
  6. filtrationThe viscous residue is filtered off over hyflo

Sources & evidence

ORD record
ord-1199ba40934c4f9fba465eb4599ff5e3
Source dataset
uspto-grants-1977_12
Patent number
US04064132

Reaction notes

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