Sodium borohydride → HCID 54562928, compound

HRID 441312Notes

Reaction equation

HRID 441312 reaction equation
[BH4-].[Na+].[CH3:3][NH:4][C:5]1[CH:6]=[C:7]([C:13](=[O:19])[CH2:14][S:15]([CH3:18])(=[O:17])=[O:16])[CH:8]=[C:9]([NH:11][CH3:12])[CH:10]=1>C(O)C>[CH3:3][NH:4][C:5]1[CH:6]=[C:7]([CH:8]=[C:9]([NH:11][CH3:12])[CH:10]=1)[CH:13]([OH:19])[CH2:14][S:15]([CH3:18])(=[O:17])=[O:16]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 202903761-[3,5-Bis(methylamino)phenyl]-2-(methanesulfonyl)ethan-1-one

Product 1

HCID 54562928HCID 54562928, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 7.6 g. of sodium borohydride and 12.8 g. of 3',5'-bis-(methylamino)-2-methylsulfonylacetophenone in 200 ml. of ethanol was stirred for 18 hours at 25° C. After the addition of 50 ml. of water, the solution was evaporated to dryness in vacuo. The residue was heated to boiling in 300 ml. of ethyl acetate. The insoluble material was separated and the filtrate evaporated to dryness in vacuo. Recrystallization of the residue from ethanol gave 3,5-bis-(methylamino)- α -[(methylsulfonyl)methyl]benzyl alcohol, having a melting point of 106° C.

Workup

  1. additionA suspension of 7.6 g
  2. additionAfter the addition of 50 ml
  3. customof water, the solution was evaporated to dryness in vacuo
  4. temperatureThe residue was heated
  5. customThe insoluble material was separated
  6. customthe filtrate evaporated to dryness in vacuo
  7. customRecrystallization of the residue from ethanol

Sources & evidence

ORD record
ord-2401d50df0c54e1ba0f3eae97c4da2cf
Source dataset
uspto-grants-1977_08
Patent number
US04039543

Reaction notes

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