Cyclohexanone → Cyclohexanol, 1-(1-methylethyl)

HRID 1261560Notes

Reaction equation

HRID 1261560 reaction equation
[CH:1]([Mg]Cl)([CH3:3])[CH3:2].[C:6]1(=[O:12])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1>>[CH:1]([C:6]1([OH:12])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 7967CyclohexanoneHCID 178418918HCID 178418918, compound

Product 1

HCID 520744Cyclohexanol, 1-(1-methylethyl)

Procedure

According to Example 2, i-PrMgCl (3.30 mL; 3.30 mmol; 1.10 equiv) was reacted with cyclohexanone (294 mg; 3.00 mmol) in the presence of LaCl3.2LiCl (0.33 M; 9.09 mL, 3.00 mmol, 1.00 equiv), the conversion was complete after 5 min (GC monitoring). After workup and careful evaporation of the solvents under reduced pressure, the desired product was obtained as colorless oil (418 mg, 98%). The analytical data were found to be in accordance with the literature data.

Workup

  1. customAfter workup and careful evaporation of the solvents under reduced pressure

Sources & evidence

ORD record
ord-35f1d8e9fabc490ba4d4794eb96479e8
Source dataset
uspto-grants-2013_06
Patent number
US08470982B2

Reaction notes

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