Water → 4-methyl-2,3-dihydro-1H-inden-1-ol

HRID 1611003Notes

Reaction equation

HRID 1611003 reaction equation
[BH4-].[Na+].[CH3:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][CH2:7][C:8]2=[O:13].O>C1COCC1.CO>[CH3:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][CH2:7][CH:8]2[OH:13]

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 44184314-Methyl-1-indanone

Product 1

HCID 109863964-methyl-2,3-dihydro-1H-inden-1-olYield 99%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

NaBH4 is added, in portions, at 0° C., to the solution of 4-methyl-1-indanone in THF/CH3OH. After 3 hours the mixture is poured into water and extracted with ether. After washing the organic extracts to neutrality and anhydrifying on Na2SO4, the solvent is evaporated under vacuum. 22.0 g of 4-methyl-1-indanol are obtained (yield=99%).

Workup

  1. extractionextracted with ether
  2. washAfter washing the organic extracts to neutrality
  3. customthe solvent is evaporated under vacuum

Sources & evidence

ORD record
ord-1306efb484a34773b025cb1886a8f508
Source dataset
uspto-grants-2006_01
Patent number
US06984703B1

Reaction notes

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