Water → HCID 178460141, compound

HRID 414022

Reaction equation

HRID 414022 reaction equation
[C:1]([CH:5]1[C:10](=[O:11])[CH2:9][CH:8]([CH2:12][CH2:13][S:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=2)[CH2:7][C:6]1=[O:25])(=O)[CH2:2][CH3:3].Cl.[CH2:27]([O:30][NH2:31])[CH:28]=[CH2:29].C(N(CC)CC)C.O>C(O)C>[CH2:27]([O:30][NH:31][C:1](=[C:5]1[C:6](=[O:25])[CH2:7][CH:8]([CH2:12][CH2:13][S:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=2)[CH2:9][C:10]1=[O:11])[CH2:2][CH3:3])[CH:28]=[CH2:29]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 3084724O-Allylhydroxylamine hydrochlorideHCID 15017462HCID 15017462, compound

Product 1

HCID 178460141HCID 178460141, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.19 Gram of 2-propionyl-5-[2-(4-trifluoromethylphenylthio)ethyl]cyclohexane-1,3-dione was dissolved in 5 ml of ethanol, and 0.07 g of allyloxyamine hydrochloride and 0.06 g of triethylamine were added to the resulting solution which was then stirred overnight at room temperature. The reaction solution was poured into water, acidified and extracted with chloroform. After removing chloroform, the residue was purified by thin layer chromatography (eluent, hexane:ethyl acetate=5:1) to obtain 0.13 g of 2-(1-allyloxyaminopropylidene)-5-[2-(4-trifluoromethylphenylthio)ethyl]cyclohexane-1,3-dione.

Workup

  1. extractionextracted with chloroform
  2. customAfter removing chloroform
  3. customthe residue was purified by thin layer chromatography (eluent, hexane:ethyl acetate=5:1)

Sources & evidence

ORD record
ord-ff01c5ba18374a0bba065bdfc6a5bacf
Source dataset
uspto-grants-1988_12
Patent number
US04789396

Linked notes

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