1,1'-Carbonyldiimidazole → HCID 70526171, compound

HRID 903472Notes

Reaction equation

HRID 903472 reaction equation
[C:1]([CH2:9]/[CH:10]=[CH:11]/[C:12]([OH:14])=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1N=CN(C(N2C=NC=C2)=O)C=1.[NH:27]1[CH2:34][CH2:33][CH2:32][C@H:28]1[C:29]([OH:31])=[O:30]>O1CCCC1>[C:1]([CH2:9]/[CH:10]=[CH:11]/[C:12]([N:27]1[CH2:34][CH2:33][CH2:32][C@H:28]1[C:29]([OH:31])=[O:30])=[O:14])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 145742L-ProlineHCID 23337590HCID 23337590, compound

Product 1

HCID 70526171HCID 70526171, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of 4-benzoylcrotonic acid (0.01 mole) in tetrahydrofuran is added 0.01 mole of N,N-carbonyldiimidazole. After stirring for 2 hours, 0.01 mole of L-proline is added. The mixture is stirred for 24 hours to give 1-(4-benzoylcrotonyl)-L-proline. The preceding compound is reacted with thiolacetic acid in carbontetrachloride for 24 hours to give the product of the example as a glass.

Workup

  1. stirringThe mixture is stirred for 24 hours

Sources & evidence

ORD record
ord-bd5ee167093949829c7be3c3f5cf8997
Source dataset
uspto-grants-1980_10
Patent number
US04226775

Reaction notes

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