Ethanol → HCID 20231999, compound

HRID 2290225Notes

Reaction equation

HRID 2290225 reaction equation
[CH2:1]([C:3](=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-])=O)[CH:9]=1)[C:4]([OH:6])=[O:5])[CH3:2].[CH2:17]([OH:19])[CH3:18]>>[C:17]([NH:14][C:10]1[CH:9]=[C:8]([CH:13]=[CH:12][CH:11]=1)[CH2:7][CH:3]([CH2:1][CH3:2])[C:4]([OH:6])=[O:5])(=[O:19])[CH3:18]

Participants

3

Reactant 2

HCID 702EthanolHCID 990102-[(3-Nitrophenyl)methylene]butanoic acid

Product 1

HCID 20231999HCID 20231999, compound

Procedure

In a manner similar to Description 13, 2-ethyl-3-(3-nitrophenyl)propenoic acid was reduced and acetylated to give 2-(3-acetamidobenzyl)butanoic acid, m.p. 131°-132° C. (from aqueous ethanol) which was cyclised and the product hydrolysed to afford 5-amino-2-ethylindan-1-one, m.p. 105.5°-108° C. (from acetonitrile). Acetylation of the latter afforded 5-acetamido-2-ethylindan-1-one, m.p. 154°-155° C. (from acetonitrile).

Sources & evidence

ORD record
ord-b33db33c81404b60b30e64bd18c15f92
Source dataset
uspto-grants-1986_10
Patent number
US04616013

Reaction notes

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