Acetone → HCID 23080561, compound

HRID 1375981Notes

Reaction equation

HRID 1375981 reaction equation
[BH4-].[Na+].[CH:3]([C:6]1[CH:7]=[CH:8][C:9]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([CH:16]=[O:17])[CH:10]=2)([CH3:5])[CH3:4].CC(C)=O>CO>[CH:3]([C:6]1[CH:7]=[CH:8][C:9]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([CH2:16][OH:17])[CH:10]=2)([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 180AcetoneHCID 4311764Sodium borohydrideHCID 14921706HCID 14921706, compound

Product 1

HCID 23080561HCID 23080561, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (0.26 g) was added to a solution of 6-isopropylazulene-2-carboaldehyde (1.4 g) in methanol (30 ml) at 0° C. and the mixture was stirred for one hour. Acetone was added to the reaction mixture and the mixture was stirred for 15 minutes. The reaction mixture was concentrated. The residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain (6-isopropylazulen-2-yl)methanol (1.15 g).

Workup

  1. stirringthe mixture was stirred for 15 minutes
  2. concentrationThe reaction mixture was concentrated
  3. customThe residue was purified by silica gel column chromatography (n-hexane-ethyl acetate)

Sources & evidence

ORD record
ord-a37c6a14666046e88f04007b8f9dd0b3
Source dataset
uspto-grants-2007_01
Patent number
US07169761B2

Reaction notes

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