Propionyl chloride → N-(2,3-dihydro-6-methoxy-2-methyl-4-benzofuranyl)propanamide

HRID 614004Notes

Reaction equation

HRID 614004 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[O:9][CH:8]([CH3:10])[CH2:7][C:6]2=[C:11]([NH2:13])[CH:12]=1.[C:14](Cl)(=[O:17])[CH2:15][CH3:16]>C(OCC)C>[CH3:1][O:2][C:3]1[CH:12]=[C:11]([NH:13][C:14](=[O:17])[CH2:15][CH3:16])[C:6]2[CH2:7][CH:8]([CH3:10])[O:9][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 62324Propionyl chlorideHCID 213298112,3-Dihydro-6-methoxy-2-methyl-4-benzofuranamine

Product 1

HCID 21329827N-(2,3-dihydro-6-methoxy-2-methyl-4-benzofuranyl)propanamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The compound of the title is prepared according to the procedure described in Example 10 by reacting the starting 2,3-dihydro-6-methoxy-2-methyl-4-benzofuranamine with propionyl chloride instead of ethylchlorocarbonate. M.p. 101°-02° C. (from ethyl ether). Yield 44 grams (75 percent of theoretical).

Workup

  1. customThe compound of the title is prepared

Sources & evidence

ORD record
ord-46b5e0f9f9834d24b4b688b36062108c
Source dataset
uspto-grants-1979_03
Patent number
US04143055

Reaction notes

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