3-Cyanophenol → HCID 178501262, compound

HRID 2370088Notes

Reaction equation

HRID 2370088 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1)#[N:2].O[C@@H:11]1[CH2:16][CH2:15][C@H:14]([C:17]([O:19][CH3:20])=[O:18])[CH2:13][CH2:12]1.C(C=P(CCCC)(CCCC)CCCC)#N>C1(C)C=CC=CC=1>[C:1]([C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][CH:8]=1)[O:9][C@H:11]1[CH2:16][CH2:15][C@H:14]([C:17]([O:19][CH3:20])=[O:18])[CH2:13][CH2:12]1)#[N:2]

Participants

5

Reactant 3

HCID 133943-CyanophenolHCID 4622928CyanomethylenetributylphosphoraneHCID 178501284HCID 178501284, compound

Product 1

HCID 178501262HCID 178501262, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-Cyanophenol (3.00 g, 25.2 mmol) and methyl cis-4-hydroxycyclohexanecarboxylate (2.66 g, 16.8 mmol) were dissolved in toluene (80 mL), and cyanomethylenetributylphosphorane (6.6 mL, 25.2 mmol) was added thereto, and then, the resulting mixture was heated to reflux under a nitrogen atmosphere for 2.5 hours.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureto reflux under a nitrogen atmosphere for 2.5 hours

Sources & evidence

ORD record
ord-89b78687d2b1468299fdb902077bef23
Source dataset
uspto-grants-2014_04
Patent number
US08710060B2

Reaction notes

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