Ethylmorpholine → HCID 73028223, compound

HRID 1156465Notes

Reaction equation

HRID 1156465 reaction equation
[F:1][C:2]1[C:7]([C:8](Cl)=O)=[C:6]([F:11])[C:5]([F:12])=[C:4]([F:13])[C:3]=1[F:14].[C:15]([O:19][CH2:20][CH3:21])(=[O:18])[CH:16]=C.C(N1CCOCC1)C>C1(C)C(C)=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[F:1][C:2]1[C:7]([CH:8]=[CH:16][C:15]([O:19][CH2:20][CH3:21])=[O:18])=[C:6]([F:11])[C:5]([F:12])=[C:4]([F:13])[C:3]=1[F:14]

Participants

6

Reactant 3

HCID 7525EthylmorpholineHCID 8821Ethyl AcrylateHCID 75256Pentafluorobenzoyl chloride

Product 1

HCID 73028223HCID 73028223, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 7237O-XyleneSolvent

Procedure

0.0561 g (0.25 millimol) of palladium acetate, 5.76 g (25 millimols) of pentafluorobenzoyl chloride, 2.50 g (25 millimols) of ethyl acrylate and 2.88 g (25 millimols) of N-ethylmorpholine, in 100 ml of xylene, are stirred for 6.5 hours at 130° C. The crude product is distilled in vacuo. 3.9 g (59% of theory) of a colourless liquid (which distils at 61°-64° C./12 Pa) are obtained. Analysis for C11H7F5O2 : calculated C 49.64%, H 2.65%, F 35.69%; found C 49.76%, H 2.72%, F 35.90%.

Workup

  1. distillationThe crude product is distilled in vacuo
  2. custom3.9 g (59% of theory) of a colourless liquid (which distils at 61°-64° C./12 Pa)
  3. customare obtained

Sources & evidence

ORD record
ord-b1210adb16ec4ee3ac0f8e45a52fce1d
Source dataset
uspto-grants-1982_06
Patent number
US04335054

Reaction notes

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