Sodium borohydride → HCID 178441847, compound

HRID 1974930Notes

Reaction equation

HRID 1974930 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9]([CH2:14][CH2:15][CH2:16][CH3:17])=[N:8][C:7]2=[O:18])(=[O:3])[CH3:2].[BH4-].[Na+]>C(O)C.O>[CH2:14]([C:9]1[NH:10][C:11]2[C:6]([C:7](=[O:18])[N:8]=1)=[CH:5][C:4]([CH:1]([OH:3])[CH3:2])=[CH:13][CH:12]=2)[CH2:15][CH2:16][CH3:17]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 178441846HCID 178441846, compound

Product 1

HCID 178441847HCID 178441847, compoundYield 100.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a suspension of 0.102 g of 6-acetyl-2-butyl-4(1H)-quinazolinone in 10.0 ml of ethanol is added 0.015 g of sodium borohydride. The reaction mixture is stirred for 1.5 hours at room temperature and then diluted with 50 ml of water. The aqueous layer is extracted with 5:1 chloroform-methanol and the combined organics dried over magnesuim sulfate, filtered and concentrated in vacuo to yield 0.103 g of the desired product. CI MASS SPEC 247(MH+).

Workup

  1. extractionThe aqueous layer is extracted with 5:1 chloroform-methanol
  2. dry with materialthe combined organics dried over magnesuim sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bfa809c0e3364781963ac12835273de1
Source dataset
uspto-grants-1994_02
Patent number
US05284852

Reaction notes

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