Sodium borohydride → HCID 53701734, compound

HRID 1579613Notes

Reaction equation

HRID 1579613 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:15][C:14]([C:16]([CH3:18])=[O:17])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>O1CCOCC1.O>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[O:15][C:14]([CH:16]([OH:17])[CH3:18])=[CH:13][CH:12]=2)=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 21568996HCID 21568996, compound

Product 1

HCID 53701734HCID 53701734, compound

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

To a stirring mixture of 22 g (0.090 mole) of methyl 5-(p-acetamido-phenyl)-2-furyl ketone and 345 ml of 95% dioxane/H2O was added portionwise 3.4 g (0.090 mole) of NaBH4 while maintaining the temperature at 15°-20°. The resulting mixture was stirred overnight at room temperature and then added to ice/water. The solid was filtered and dried at 60° to yield 21 g (95%), m.p. 175°-177°, of title compound.

Workup

  1. temperaturewhile maintaining the temperature at 15°-20°
  2. filtrationThe solid was filtered
  3. customdried at 60°
  4. customto yield 21 g (95%), m.p. 175°-177°

Sources & evidence

ORD record
ord-7bd0c69483d443ee9d0658c8fa0b05ee
Source dataset
uspto-grants-1976_01
Patent number
US03931247

Reaction notes

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