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Acetic Anhydride → 3-(2-Pyridyl)propyl acetate

HRID 499571
Notes
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Reaction equation

HRID 499571 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][CH2:9][OH:10].[C:11](OC(=O)C)(=[O:13])[CH3:12]>N1C=CC=CC=1>[C:11]([O:10][CH2:9][CH2:8][CH2:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)(=[O:13])[CH3:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 72922Pyripropanol

Product 1

HCID 234486323-(2-Pyridyl)propyl acetateYield 99.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Pyridinepropanol (2.0 g, 14.6 mmol) was dissolved in pyridine (5 ml), and acetic anhydride (3.0 g, 29.2 mmol) was added thereto. The reaction mixture was stirred at room temperature for 2.5 hrs, and subjected to a silica gel (75 g) column chromatography. The fractions eluted with hexane-ethyl acetate (3:1, v/v) were collected and concentrated to give the titled compound (2.6 g, 99%).

Workup

  1. washThe fractions eluted with hexane-ethyl acetate (3:1
  2. customv/v) were collected
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-c448b787721b4073b3743c225cff8fc7
Source dataset
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07767665B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes