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HCID 13216544, compound → HCID 178449935, compound

HRID 905149
Notes
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Reaction equation

HRID 905149 reaction equation
[C:1]([CH:6]1[C:11](=[O:12])[CH:10]([C:13]([O:15][CH3:16])=[O:14])[CH:9]([CH2:17][CH:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[CH2:8][C:7]1=[O:24])(=O)[CH2:2][CH2:3][CH3:4].[Cl-].[CH2:26]([O:28][NH3+:29])[CH3:27]>C(O)C.C([O-])(=O)C.[Na+]>[CH2:26]([O:28][NH:29][C:1](=[C:6]1[C:11](=[O:12])[CH:10]([C:13]([O:15][CH3:16])=[O:14])[CH:9]([CH2:17][CH:18]2[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)[CH2:8][C:7]1=[O:24])[CH2:2][CH2:3][CH3:4])[CH3:27]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 13216544HCID 13216544, compoundHCID 19001768HCID 19001768, compound

Product 1

HCID 178449935HCID 178449935, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 517045Sodium AcetateSolvent

Conditions

Temperature
20 °C

Procedure

10.0 parts by weight of 2-butyryl-4-methoxycarbonyl-5-[tetrahydropyran-4-ylmethyl]-cyclohexane-1,3-dione were dissolved in 150 parts by volume of ethanol, and 2.93 parts by weight of ethoxyammonium chloride and 2.71 parts by weight of anhydrous sodium acetate were added. The mixture was stirred at 20° C. for 20 hours, poured into ice-water and extracted with methylene chloride. The organic phase was concentrated to give 10.5 parts by weight of 2-(1-ethoxyaminobutylidene)-4-methoxycarbonyl-5-[tetrahydropyran-4-ylmethyl]-cyclohexane-1,3-dione (compound No. 1) as a viscous oil having the following structure: ##STR7##

Workup

  1. additionwere added
  2. extractionextracted with methylene chloride
  3. concentrationThe organic phase was concentrated

Sources & evidence

ORD record
ord-60afa1e592894b7cb2838105b69a81f4
Source dataset
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04422864

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes