Sodium borohydride → HCID 54074851, compound

HRID 462544Notes

Reaction equation

HRID 462544 reaction equation
[CH3:1][N:2]([CH3:20])[C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([C:11](=[O:17])[CH2:12][S:13]([CH3:16])(=[O:15])=[O:14])=[CH:5][C:4]=1[O:18][CH3:19].[BH4-].[Na+]>>[CH3:20][N:2]([CH3:1])[C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([CH:11]([OH:17])[CH2:12][S:13]([CH3:16])(=[O:14])=[O:15])=[CH:5][C:4]=1[O:18][CH3:19]

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 21280980HCID 21280980, compound

Product 1

HCID 54074851HCID 54074851, compound

Procedure

A suspension of 24 g. of 4'-(dimethylamino)-3',5'-dimethoxy-2-(methylsulfonyl)-acetophenone and 12.1 g. of sodium borohydride in 260 ml. of alcohol was stirred at room temperature for 16 hours, whereby a solution was obtained. After the addition of 260 ml. of water, the alcohol was evaporated under vacuum. The precipitate was removed by filtration with suction, washed with water and recrystallized from ethyl acetate, whereby there was obtained 4-(dimethylamino)-3,5-dimethoxy-α-[(methylsulfonyl)-methyl]-benzyl alcohol having a melting point of 147°-148° C.

Workup

  1. additionA suspension of 24 g
  2. customwhereby a solution was obtained
  3. additionAfter the addition of 260 ml
  4. customof water, the alcohol was evaporated under vacuum
  5. customThe precipitate was removed by filtration with suction
  6. washwashed with water
  7. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-e635831b24b14965aef8c8fdd54d7036
Source dataset
uspto-grants-1985_05
Patent number
US04515948

Reaction notes

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