Sodium borohydride → HCID 54562928, compound

HRID 1413743Notes

Reaction equation

HRID 1413743 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-63c69a497b394de5b7b1bbeaceb0009b
Source dataset
uspto-grants-1981_02
Patent number
US04251454

Reaction notes

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