Acetic Acid → HCID 54149837, compound

HRID 2086905Notes

Reaction equation

HRID 2086905 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:12]([CH2:16][C:17]([O:19][CH2:20][CH2:21][C:22]#[N:23])=[O:18])(=O)[CH2:13][CH3:14].N1CCCCC1.C(O)(=[O:32])C>CC(O)C>[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[C:12]([C:13](=[O:32])[CH3:14])[CH2:16][C:17]([O:19][CH2:20][CH2:21][C:22]#[N:23])=[O:18])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 5414-NitrobenzaldehydeHCID 8082PiperidineHCID 22725151HCID 22725151, compound

Product 1

HCID 54149837HCID 54149837, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 4-nitrobenzaldehyde (14.46 g, 0.957 mol), 2-cyanoethyl propionylacetate (17.0 g, 0.1005 mol), piperidine (0.41 g, 476 mL, 4.8 mmol), and acetic acid (0.288 g, 274 mL, 4.8 mmol) in 2-propanol (400 mL) was stirred at room temperature for 24 h. The white solid, 2-cyanoethyl 3-{(4-nitrophenyl)methylene}-4-oxopentanoate, formed was filtered, washed with 2-propanol (2×50 mL) and dried (28.34 g, 97%); m.p. 98-100° C.

Sources & evidence

ORD record
ord-dfba41aa7de747438a719c7d95994d31
Source dataset
uspto-grants-2004_04
Patent number
US06727257B1

Reaction notes

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