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Triethylamine → 5-(2-Methylbenzoyloxy)indan

HRID 258039
Notes
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Reaction equation

HRID 258039 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-16f1cb2dd9f342298b30a69d765b3c9d
Source dataset
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05264454

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes