Sodium cyanoborohydride → HCID 13558941, compound

HRID 1437622Notes

Reaction equation

HRID 1437622 reaction equation
[O:1]=[CH:2][CH:3]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=1)[C:4]#[N:5].C([BH3-])#N.[Na+]>C(O)C.C(O)(=O)C>[OH:1][CH2:2][CH:3]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=1)[C:4]#[N:5]

Participants

5

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 13133054HCID 13133054, compound

Product 1

HCID 13558941HCID 13558941, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

A 175 mg (0.738 mmol) sample of the above 3-oxo-2-(3-phenoxyphenyl)propanenitrile was reduced using sodium cyanoborohydride (51 mg, 0.81 mmol) in ethanol (1.25 mL) and acetic acid (90 μL) using the procedure described in Example 17 to give 158 mg (89% yield) of 3-hydroxy-2-(3-phenoxyphenyl)propanenitrile as a pale yellow viscous oil.

Sources & evidence

ORD record
ord-ccd8058bb73348cfab795fb4a5480960
Source dataset
uspto-grants-2009_11
Patent number
US07622504B2

Reaction notes

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