Acetic Acid → N-(2,3-Dihydro-5-benzofuranyl)acetamide

HRID 629678Notes

Reaction equation

HRID 629678 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1.[CH3:11][C:12](O)=[O:13]>CC(OC(C)=O)=O>[C:12]([NH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1)(=[O:13])[CH3:11]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 38411022,3-Dihydro-1-benzofuran-5-amine

Product 1

HCID 12908576N-(2,3-Dihydro-5-benzofuranyl)acetamideYield 88%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

The product (5.2 g, 38.5 mmol) obtained in Step 2 was dissolved in AcOH (20 mL) and Ac2O (5 mL), heated to 60° C., reacted for 12 h, and concentrated to obtain a crude product (6 g, 88.0%).

Workup

  1. customreacted for 12 h
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-d8cd9c2594d146538e09f239e153ba7a
Source dataset
uspto-grants-2016_04
Patent number
US09315513B2

Reaction notes

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