Ethyl Acetoacetate → HCID 13826843, compound

HRID 542768Notes

Reaction equation

HRID 542768 reaction equation
[S:1]1[C:5]([CH:6]=O)=[CH:4][C:3]2[CH:8]=[CH:9][CH:10]=[CH:11][C:2]1=2.[C:12]([O:18][CH2:19][CH3:20])(=[O:17])[CH2:13][C:14]([CH3:16])=O.[OH-:21].[NH4+:22]>C(O)C>[S:1]1[C:5]([CH:6]2[C:13]([C:12]([O:18][CH2:19][CH3:20])=[O:17])=[C:14]([CH3:16])[NH:22][C:14]([CH3:16])=[C:13]2[C:12]([O:18][CH2:19][CH3:20])=[O:21])=[CH:4][C:3]2[CH:8]=[CH:9][CH:10]=[CH:11][C:2]1=2

Participants

5

Reactant 3

HCID 8868Ethyl AcetoacetateHCID 14923Ammonium HydroxideHCID 7365001-Benzothiophene-2-carbaldehyde

Product 1

HCID 13826843HCID 13826843, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.24 g of benzo[b]thiophene-2-carboxaldehyde, 5.2 ml of ethyl acetoacetate, 2 ml of ammonium hydroxide, and 4 ml of ethanol was heated to reflux for 4 hours. The solution was concentrated in vacuo, at which time a yellow solid precipitated. The solid was recovered by filtration, providing 2.62 g of the desired title product, m.p. 167°-169° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 4 hours
  3. concentrationThe solution was concentrated in vacuo, at which time a yellow solid
  4. customprecipitated
  5. filtrationThe solid was recovered by filtration

Sources & evidence

ORD record
ord-c11b1aecdd7e4039ad49335a24bb58c3
Source dataset
uspto-grants-1987_04
Patent number
US04659717

Reaction notes

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