Isopropanol → 2-[(Propan-2-yl)oxy]cyclohexan-1-ol

HRID 1733392Notes

Reaction equation

HRID 1733392 reaction equation
[CH:1]12[O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[CH:8]([OH:11])([CH3:10])[CH3:9]>>[CH:8]([O:11][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][CH:1]1[OH:7])([CH3:10])[CH3:9]

Participants

3

Reactant 2

HCID 3776IsopropanolHCID 9246Cyclohexene oxide

Product 1

HCID 1029122-[(Propan-2-yl)oxy]cyclohexan-1-olYield 90%

Procedure

Cyclohexene oxide (9.8 g, 0.1 mole) was added dropwise to a refluxing mixture of isopropanol (2 moles) in which was suspended acidified Fullers' earth (Fulcat 22B) (1% w/w) as catalyst. Immediately thereafter the catalyst was removed by filtration and the product was stripped of isopropanol by distillation. The residue was fractionated to yield 13.3 g of 2-isopropoxy cyclohexanol (yield 90% based upon cyclohexene oxide).

Workup

  1. customImmediately thereafter the catalyst was removed by filtration
  2. distillationthe product was stripped of isopropanol by distillation

Sources & evidence

ORD record
ord-205e9dc839374a5d9ead98da130f2557
Source dataset
uspto-grants-1980_12
Patent number
US04241225

Reaction notes

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