HCID 13100957, compound → HCID 178460149, compound

HRID 905150Notes

Reaction equation

HRID 905150 reaction equation
[C:1]([CH:6]1[C:11](=[O:12])[CH2:10][CH:9]([CH2:13][CH2:14][CH:15]2[O:20][CH2:19][CH2:18][CH2:17][O:16]2)[CH2:8][C:7]1=[O:21])(=O)[CH2:2][CH2:3][CH3:4].[Cl-].[CH2:23]([O:26][NH3+:27])[CH:24]=[CH2:25]>C(O)C.C([O-])(=O)C.[Na+]>[CH2:23]([O:26][NH:27][C:1](=[C:6]1[C:11](=[O:12])[CH2:10][CH:9]([CH2:13][CH2:14][CH:15]2[O:20][CH2:19][CH2:18][CH2:17][O:16]2)[CH2:8][C:7]1=[O:21])[CH2:2][CH2:3][CH3:4])[CH:24]=[CH2:25]

Participants

5

Reactant 2

HCID 13100957HCID 13100957, compoundHCID 13589694HCID 13589694, compound

Product 1

HCID 178460149HCID 178460149, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 517045Sodium AcetateSolvent

Conditions

Temperature
20 °C

Procedure

10.0 parts by weight of 2-butyryl-5-[2-(1,3-dioxan-2-yl)-ethyl]-cyclohexane-1,3-dione were dissolved in 150 parts by volume of ethanol, 3.72 parts by weight of allyloxyammonium chloride and 3.03 parts by weight of anhydrous sodium acetate were added, and the mixture was stirred at 20° C. for 20 hours. The suspension was then stirred into ice-water and extracted with methylene chloride. The organic phase was concentrated to give 11.5 parts by weight of 2-(1-allyloxyaminobutylidene)-5-[2-(1,3-dioxan-2-yl)-ethyl]-cyclohexane-1,3-dione (compound No. 2) as a solid having the following structure (melting point: 50°-52° C.): ##STR8##

Workup

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

Sources & evidence

ORD record
ord-d71f675d0f654600b53af9fb8ef0509c
Source dataset
uspto-grants-1983_12
Patent number
US04422864

Reaction notes

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