Acetic Anhydride → HCID 53643751, compound

HRID 863479Notes

Reaction equation

HRID 863479 reaction equation
[OH:1][CH:2]1[CH2:11][C:10]2[C:9]([NH:12][C:13](=[O:15])[CH3:14])=[CH:8][CH:7]=[CH:6][C:5]=2[CH2:4][CH2:3]1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>N1C=CC=CC=1>[C:13]([NH:12][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:10]=1[CH2:11][CH:2]([O:1][C:16](=[O:18])[CH3:17])[CH2:3][CH2:4]2)(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19696265HCID 19696265, compound

Product 1

HCID 53643751HCID 53643751, compoundYield 59.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of N-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)-acetamide (3 g, 15 mmol), acetic anhydride (2 g, 200 mmol) in pyridine (50 mL) was stirred at room temperature for 18 h. Solvent was removed by rotoevaporation and the residue was purified by column chromatography on silica gel (1:1 ethyl acetate:hexane as eluant) to give the product (2.2 g) as a tan solid in 59% yield.

Workup

  1. customSolvent was removed by rotoevaporation
  2. customthe residue was purified by column chromatography on silica gel (1:1 ethyl acetate:hexane as eluant)

Sources & evidence

ORD record
ord-946f7867ba9e4d518c1c280da7454ebc
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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