Ethanol → HCID 19858041, compound

HRID 2073396Notes

Reaction equation

HRID 2073396 reaction equation
[CH3:1][C:2]1([CH3:24])[C:6](=[O:7])[O:5][C:4]2[CH:8]=[CH:9][C:10]3[C:15]([C:3]1=2)=[CH:14][C:13]([CH2:16][N:17]1[CH:21]=[N:20][CH:19]=[N:18]1)=[C:12]([C:22]#[N:23])[CH:11]=3.C(O)C.[BH4-].[Na+]>O>[OH:7][CH:6]1[O:5][C:4]2[CH:8]=[CH:9][C:10]3[C:15]([C:3]=2[C:2]1([CH3:24])[CH3:1])=[CH:14][C:13]([CH2:16][N:17]1[CH:21]=[N:20][CH:19]=[N:18]1)=[C:12]([C:22]#[N:23])[CH:11]=3

Participants

5

Reactant 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 54516723HCID 54516723, compound

Product 1

HCID 19858041HCID 19858041, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1,2-dihydro-1,1-dimethyl-2-oxo-8-(1H-1,2,4-triazol-1-ylmethyl)naphtho[2,1-b]furan-7-carbonitrile (0.07 g), ethanol (2 ml) and sodium borohydride (0.05 g) was stirred at room temperature for 18 h. Water (10 ml) was added, and the mixture was extracted with chloroform, and the extract was dried and evaporated to dryness under reduced pressure. The residue was recrystallised from ethyl acetate to give 1,2-dihydro-2-hydroxy-1,1-dimethyl-8-(1H-1,2,4-triazol-1-ylmethyl)naphtho[2,1-b]furan-7-carbonitrile, m.p. 219°-222°.

Workup

  1. extractionthe mixture was extracted with chloroform
  2. customthe extract was dried
  3. customevaporated to dryness under reduced pressure
  4. customThe residue was recrystallised from ethyl acetate

Sources & evidence

ORD record
ord-a6e6917a777848b0ad0154da5d361eb1
Source dataset
uspto-grants-1990_04
Patent number
US04916148

Reaction notes

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