Sodium borohydride → HCID 53818449, compound

HRID 414550Notes

Reaction equation

HRID 414550 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-f6db71629fb643818c56c2219044c666
Source dataset
uspto-grants-1988_12
Patent number
US04792557

Reaction notes

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