Acetic Anhydride → N-[3-(7-Fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide

HRID 1602414Notes

Reaction equation

HRID 1602414 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[F:8][C:9]1[C:17]2[O:16][CH2:15][CH2:14][C:13]=2[C:12]([CH2:18][CH2:19][CH2:20][NH2:21])=[CH:11][CH:10]=1.C1COCC1>N1C=CC=CC=1>[F:8][C:9]1[C:17]2[O:16][CH2:15][CH2:14][C:13]=2[C:12]([CH2:18][CH2:19][CH2:20][NH:21][C:1](=[O:3])[CH3:2])=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8028TetrahydrofuranHCID 196116493-(7-Fluoro-2,3-dihydro-benzofuran-4-yl)-propylamine

Product 1

HCID 19611636N-[3-(7-Fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic anhydride (0.18 ml) was added dropwise to a solution of 3-(7-fluoro-2,3-dihydro-benzofuran-4-yl)-propylamine (256 mg) in, dry THF (10 ml) containing pyridine (0.21 ml) at 0° under nitrogen and the solution stirred overnight at room temperature. The solution was evaporated and the residue purified by column chromatography. Eluting with dichloromethane:methanol: (50:1) gave the title compound as a colouriess oil (133 mg)

Workup

  1. customThe solution was evaporated
  2. customthe residue purified by column chromatography
  3. washEluting with dichloromethane

Sources & evidence

ORD record
ord-1fd8d614bf8e4809af75d33b72ce7758
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

Loading…