Sodium borohydride → HCID 54083046, compound

HRID 1579615Notes

Reaction equation

HRID 1579615 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:15][C:14]([C:16]([C:18]3OC(C4C=CC(S(C)(=O)=O)=CC=4)=CC=3)=[O:17])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[BH4-].[Na+]>O1CCOCC1.O>[CH3:18][CH:16]([OH:17])[C:14]1[O:15][C:11]([C:8]2[CH:9]=[CH:10][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[CH:6][CH:7]=2)=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 53976135HCID 53976135, compound

Product 1

HCID 54083046HCID 54083046, compound

Reagents, catalysts & solvents 1

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

Procedure

A mixture of 2.0 g (0.0076 mole) of 5-(p-methylsulfonylphenyl)-2-furyl ketone and 40 ml of 95% of dioxane/H2O was treated portionwise with 0.29 g (0.0076 mole) of NaBH4 while maintaining the temperature at 15°-20° by means of an ice bath. The resulting solution was stirred at room temperature for 2 hours, added to ice/H2O and the resulting precipitate filtered and dried in the vacuum pistol at room temperature to yield 1.3 g (64%), m.p. 118°-120°, of title compound.

Workup

  1. temperaturewhile maintaining the temperature at 15°-20° by means of an ice bath
  2. filtrationthe resulting precipitate filtered
  3. customdried in the vacuum pistol at room temperature
  4. customto yield 1.3 g (64%), m.p. 118°-120°

Sources & evidence

ORD record
ord-b0faa2e41b2f482db31d061dbee1a9de
Source dataset
uspto-grants-1976_01
Patent number
US03931247

Reaction notes

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