Sodium borohydride → HCID 21568995, compound

HRID 1579617Notes

Reaction equation

HRID 1579617 reaction equation
[C:1]([C:4]1[O:8][C:7]([C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>O1CCOCC1.O>[OH:3][CH:1]([C:4]1[O:8][C:7]([C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 21568991HCID 21568991, compound

Product 1

HCID 21568995HCID 21568995, compound

Reagents, catalysts & solvents 1

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

Procedure

To a solution of 2.1 g (0.01 mole) of p-(5-acetyl-2-furyl)benzonitrile and 40 ml of 95% dioxane/water was added portionwise 0.37 g (0.10 mole) of NaBH4 while maintaining the temperature at 15°-20° by means of an ice bath. The reaction was stirred at room temperature for 3 hours and then added to ice/water with a precipitate forming. The precipitate was filtered and dried in vacuum pistol at room temperature to yield 1.6 g (75%), n.p. 79°-82°, of title compound.

Workup

  1. temperaturewhile maintaining the temperature at 15°-20° by means of an ice bath
  2. customforming
  3. filtrationThe precipitate was filtered
  4. customdried in vacuum pistol at room temperature
  5. customto yield 1.6 g (75%)
  6. custom79°-82°

Sources & evidence

ORD record
ord-a527409f58dd4a158a03333577b4c2fc
Source dataset
uspto-grants-1976_01
Patent number
US03931247

Reaction notes

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