Sodium borohydride → HCID 21568992, compound

HRID 1579619Notes

Reaction equation

HRID 1579619 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13](=[O:16])[CH2:14][CH3:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([CH:13]([OH:16])[CH2:14][CH3:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 12221296HCID 12221296, compound

Product 1

HCID 21568992HCID 21568992, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirring solution of 34 g (0.15 mole) of 1-[5-(p-chlorophenyl)-2-furyl]-1-propanone in 300 ml of anhydrous methanol was added portionwise 4.1 g (0.11 mole) of NaBH4 while maintaining the temperature between 15°-20°. The reaction solution was stirred at room temperature for 3 hours and after standing over-night was added to ice/water with a solid forming. The solid was filtered and air-dried to yield 34 g (99%) of title compound. An analytical sample was prepared by recrystallizing a sample from hexane/charcoal, m.p. 74°-75°C.

Workup

  1. temperaturewhile maintaining the temperature between 15°-20°
  2. waitafter standing over-night
  3. customforming
  4. filtrationThe solid was filtered
  5. customair-dried

Sources & evidence

ORD record
ord-efd9dc5a26294068b7aeb9fb0570dd31
Source dataset
uspto-grants-1976_01
Patent number
US03931247

Reaction notes

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