Water → 1H-Inden-4-ol, 2,3-dihydro-, 4-acetate

HRID 1870980Notes

Reaction equation

HRID 1870980 reaction equation
[CH2:1]1[C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([OH:10])[C:4]=2[CH2:3][CH2:2]1.[C:11](OC(=O)C)(=[O:13])[CH3:12].S(=O)(=O)(O)O.O>O(CC)CC>[C:11]([O:10][C:5]1[C:4]2[CH2:3][CH2:2][CH2:1][C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:13])[CH3:12]

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 742334-Hydroxyindan

Product 1

HCID 571831901H-Inden-4-ol, 2,3-dihydro-, 4-acetateYield 115%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2,3-dihydro-1H-inden-4-ol (0.37 mol) and acetic anhydride (0.37 mol) in sulfuric acid (300 mol) was stirred for 1 hour at room temperature. The reaction mixture was poured out into a mixture of water and 1,1'-oxybisethane. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated, yielding 75 g (>100% crude residue) of 2,3-dihydro-1H-inden-4-ol acetate (ester) (interm. 1-a).

Workup

  1. customThe organic layer was separated
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-fefbaee0ddd446899d82e3d3b66c451b
Source dataset
uspto-grants-2000_08
Patent number
US06100268

Reaction notes

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