Aluminum isopropoxide → 3-(3-Isopropylphenyl)butanol

HRID 1384408Notes

Reaction equation

HRID 1384408 reaction equation
CC(C)[O-].[Al+3].CC(C)[O-].CC(C)[O-].[CH:14]([C:17]1[CH:18]=[C:19]([CH:23]([CH3:27])[CH2:24][CH:25]=[O:26])[CH:20]=[CH:21][CH:22]=1)([CH3:16])[CH3:15]>C(O)(C)C.CCOCC>[CH:14]([C:17]1[CH:18]=[C:19]([CH:23]([CH3:27])[CH2:24][CH2:25][OH:26])[CH:20]=[CH:21][CH:22]=1)([CH3:16])[CH3:15]

Participants

5

Reactant 2

HCID 11143Aluminum isopropoxideHCID 86209Florhydral

Product 1

HCID 220355223-(3-Isopropylphenyl)butanolYield 73.7%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 3776IsopropanolSolvent2×

Procedure

To a refluxing solution of 132.8 g aluminum isopropoxide in 800 ml of isopropanol, a solution of 300 g of 3-(3-isopropylphenyl)butanal in 200 ml of isopropanol was dropped in. The resulting solution was refluxed for 1.5 hours, then cooled and diluted with ether. Then, the organic phase was washed with brine, dried, and evaporated to dryness. The resulting oil was distilled to yield 223.5 g of a colorless oil.

Workup

  1. temperatureThe resulting solution was refluxed for 1.5 hours
  2. temperaturecooled
  3. washThen, the organic phase was washed with brine
  4. customdried
  5. customevaporated to dryness
  6. distillationThe resulting oil was distilled

Sources & evidence

ORD record
ord-50b35a20e7ae42c9a03a95b57838f8f4
Source dataset
uspto-grants-2001_07
Patent number
US06258854B1

Reaction notes

Loading…