Triethylamine → 5-(2-Methylbenzoyloxy)indan

HRID 36932Notes

Reaction equation

HRID 36932 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH2:6][CH2:5]2.C(N(CC)CC)C.[CH3:18][C:19]1[CH:27]=[CH:26][CH:25]=[CH:24][C:20]=1[C:21](Cl)=[O:22]>ClCCl>[CH3:18][C:19]1[CH:27]=[CH:26][CH:25]=[CH:24][C:20]=1[C:21]([O:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH2:6][CH2:5]2)=[O:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 151185-IndanolHCID 702762-Methylbenzoyl chloride

Product 1

HCID 99923955-(2-Methylbenzoyloxy)indan

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To an ice-cooled mixture of 5-hydroxyindan (13.4 g), triethylamine (14.0 ml) and dichloromethane (150 ml) was added 2-methylbenzoyl chloride (15.4 ml) dropwise with constant stirring. The mixture was further stirred under ice-cooling for one hour, after which it was washed with water and dried (MgSO4). The solvent was then distilled off to give 5-(2-methylbenzoyloxy)indan as oil in quantitative yield.

Workup

  1. temperaturecooling for one hour
  2. washafter which it was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationThe solvent was then distilled off

Sources & evidence

ORD record
ord-4a2639ed63af4ae696074f62c7fedcef
Source dataset
uspto-grants-1995_05
Patent number
US05418239

Reaction notes

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