HCID 54401228, compound → HCID 54557715, compound

HRID 903433Notes

Reaction equation

HRID 903433 reaction equation
[C:1]([CH:9]=[CH:10][C:11]([N:13]1[CH2:20][CH2:19][CH2:18][C@H:14]1[C:15]([OH:17])=[O:16])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]([OH:24])(=[S:23])[CH3:22]>C(Cl)(Cl)(Cl)Cl>[C:21]([S:23][CH:10]([CH2:9][C:1](=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:11]([N:13]1[CH2:20][CH2:19][CH2:18][C@H:14]1[C:15]([OH:17])=[O:16])=[O:12])(=[O:24])[CH3:22]

Participants

4

Reactant 2

HCID 54401228HCID 54401228, compoundHCID 178418634HCID 178418634, compound

Product 1

HCID 54557715HCID 54557715, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 2.57 g. of 1-(3-benzoylacryloyl)-L-proline, 1.42 ml. of thioacetic acid and 30 ml. of carbon tetrachloride is stirred for one hour and then concentrated in vacuo to an amber gum. This gum is dissolved in dichloromethane and the solvent removed in vacuo several times giving the desired product as an off-white glass.

Workup

  1. additionA mixture of 2.57 g
  2. concentrationconcentrated in vacuo to an amber gum
  3. dissolutionThis gum is dissolved in dichloromethane
  4. customthe solvent removed in vacuo several times

Sources & evidence

ORD record
ord-a6e95541f3ed4647925f82f48afe7df8
Source dataset
uspto-grants-1980_10
Patent number
US04226775

Reaction notes

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