HCID 6626195, compound → HCID 70415764, compound

HRID 580040Notes

Reaction equation

HRID 580040 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[O:9][C:10]([CH2:12][C:13]([OH:15])=O)=[CH:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.[CH2:16]([NH-:19])[CH2:17][CH3:18]>>[CH2:16]([NH:19][C:13](=[O:15])[CH2:12][C:10]1[O:9][C:8]2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[CH:6][C:7]=2[CH:11]=1)[CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 6626195HCID 6626195, compoundHCID 23176953HCID 23176953, compound

Product 1

HCID 70415764HCID 70415764, compoundYield 96%

Procedure

Following the procedure of Example 1 Part B, but using 1.19 g of 7-methoxy-3-benzofuranacetic acid and 0.53 g of n-propylamide in place of cyclopropylmethylamine, and heating to 48° for 19 hours, there was obtained 1.07 g (96%) of N-(n-propyl)-7-methoxy-3-benzofuranacetamide as a solid. NMR spectrum (200 mHz in CDCl3): δ0.8 (t, J=7 Hz, 3H), 1.4 (m, 2H), 3.15 (q, J=6 Hz, 2H), 3.63 (s, 2H), 4.0 (s, 3H), 5.5-5.7 (broad s, 1H), 6.85 (d/d, J=7.0/0.5 Hz, 1H) 7.1-7.3 (m, 2H) and 7.61 (s, 1H).

Workup

  1. temperatureheating to 48° for 19 hours

Sources & evidence

ORD record
ord-99d58a2988784a7aaa211ddff6658f8f
Source dataset
uspto-grants-1988_06
Patent number
US04751306

Reaction notes

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