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Water → N-(2,3-Dihydro-1H-inden-2-yl)acetamide

HRID 48397
Notes
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Reaction equation

HRID 48397 reaction equation
[NH2:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3]1.[C:11](OC(=O)C)(=[O:13])[CH3:12].O>N1C=CC=CC=1>[C:11]([NH:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3]1)(=[O:13])[CH3:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 763102-Aminoindane

Product 1

HCID 12452137N-(2,3-Dihydro-1H-inden-2-yl)acetamideYield 71.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-aminoindan (6.0 g, 45 mmol) was dissolved in dry pyridine (7 ml), to which acetic anhydride (4.5 ml, 47.3 mmol) was added dropwise while cooling in ice water. After the reaction mixture was returned to room temperature and stirred for 20 minutes, water was added. The precipitate that deposited was filtered to obtain 2-acetamidoindan (5.6 g, 32 mmol).

Workup

  1. additionwas added dropwise
  2. customwas returned to room temperature
  3. filtrationThe precipitate that deposited was filtered

Sources & evidence

ORD record
ord-98d057ea4c4f49e8bf8e66ae144e62ee
Source dataset
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06703421B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes