HCID 86602886, compound → HCID 69059709, compound

HRID 1819396Notes

Reaction equation

HRID 1819396 reaction equation
[C:1]([C@H:3]1[CH2:8][CH2:7][CH2:6][C@H:5]([O:9]C(=O)C2C=CC=CC=2)[CH2:4]1)#[N:2].O(C)[Na]>CO>[OH:9][C@H:5]1[CH2:6][CH2:7][CH2:8][C@H:3]([C:1]#[N:2])[CH2:4]1

Participants

4

Reactant 2

HCID 86602886HCID 86602886, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 69059709HCID 69059709, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of the above benzoic acid trans-3-cyano-cyclohexyl ester (0.29 g, 1.3 mmol) and 0.5M NaOCH3 (0.13 mL, 0.065 mmol) in MeOH (1 mL) was stirred at room temperature for 12 h. The reaction mixture was concentrated in vacuo and the resulting residue was purified by silica gel column chromatography using 3:2 hexanes:EtOAc as an eluent to afford 0.12 g (78%) of trans-3-hydroxy-cyclohexanecarbonitrile as a colorless oil.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-7b263fd1c2af4f488093ca22469e5933
Source dataset
uspto-grants-2009_10
Patent number
US07601714B2

Reaction notes

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