Sodium borohydride → HCID 53818449, compound

HRID 462559Notes

Reaction equation

HRID 462559 reaction equation
[CH3:1][N:2]([CH3:18])[C:3]1[C:8]([CH3:9])=[CH:7][C:6]([C:10](=[O:16])[CH2:11][S:12]([CH3:15])(=[O:14])=[O:13])=[CH:5][C:4]=1[CH3:17].[BH4-].[Na+]>>[CH3:1][N:2]([CH3:18])[C:3]1[C:8]([CH3:9])=[CH:7][C:6]([CH:10]([OH:16])[CH2:11][S:12]([CH3:15])(=[O:13])=[O:14])=[CH:5][C:4]=1[CH3:17]

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 21280950HCID 21280950, compound

Product 1

HCID 53818449HCID 53818449, compound

Procedure

A suspension of 12 g. of 4'-(dimethylamino)-3',5'-dimethyl-2-(methylsulfonyl)-acetophenone and 6.6 g. of sodium borohydride in 300 ml. of alcohol was stirred at room temperature for 20 hours, resulting in a solution. After the addition of 300 ml. of water, the alcohol was removed under vacuum. The crystals formed were removed by filtration with suction, washed with water and dried, whereby there was obtained 4-(dimethylamino)-3,5-dimethyl-α-[(methylsulfonyl)-methyl]-benzyl alcohol having a melting point of 133°-134° C.

Workup

  1. additionA suspension of 12 g
  2. customresulting in a solution
  3. additionAfter the addition of 300 ml
  4. customof water, the alcohol was removed under vacuum
  5. customThe crystals formed
  6. customwere removed by filtration with suction
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-40639cd55443457c812b24f154ed5232
Source dataset
uspto-grants-1985_05
Patent number
US04515948

Reaction notes

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