1-Propanol → HCID 23113358, compound

HRID 1992244Notes

Reaction equation

HRID 1992244 reaction equation
[CH2:1]([C:3]1[CH:11]=[CH:10][C:6]([CH2:7][C:8]#[N:9])=[CH:5][CH:4]=1)[CH3:2].[CH2:12](O)[CH2:13][CH3:14].[OH-].[K+]>>[CH2:1]([C:3]1[CH:11]=[CH:10][C:6]([CH:7]([CH2:12][CH2:13][CH3:14])[C:8]#[N:9])=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 3

HCID 10311-PropanolHCID 14797Potassium HydroxideHCID 1428674-Ethylphenylacetonitrile

Product 1

HCID 23113358HCID 23113358, compoundYield 51%

Procedure

Following the same procedure given in b), 4-ethylbenzylcyanide (5.08 g, 35 mmol), 1-propanol (21 ml, 280 mmol) were reacted with potassium hydroxide (99.1 mg, 1.75 mmol) and [RuCl2(p-cym)]2 (55.1 mg, 0.09 mmol) at 100° C. for 1 h. Removal of the solvent and distillation under reduced pressure gave the desired nitrile with a yield of 51%.

Workup

  1. customRemoval of the solvent and distillation under reduced pressure

Sources & evidence

ORD record
ord-c7de7b46f1584a3ca4d670f0a6396fb4
Source dataset
uspto-grants-2010_01
Patent number
US07648954B2

Reaction notes

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