Diketene → HCID 14627908, compound

HRID 1055211Notes

Reaction equation

HRID 1055211 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[CH2:5]=[C:6]1[O:10][C:8](=[O:9])[CH2:7]1>O1CCCC1>[CH:1]1([NH:4][C:8](=[O:9])[CH2:7][C:6](=[O:10])[CH3:5])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 12661DiketeneHCID 69828Cyclopropylamine

Product 1

HCID 14627908HCID 14627908, compoundYield 81,578.898%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

26 ml (0.38 mmol) cyclopropylamine was added dropwise to a solution of 30 g of diketene (0.36 mol) in 300 ml tetrahydrofuran at −5 to 0° C. After 1 h stirring at 0° C. no more starting material was detected by thin layer chromatography. The reaction mixture was evaporated and the residue purified by column chromatography. This gave 43.83 g (0.31 mol, 87% yield) of a white solid.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-027c4a0ac32b470e9eefb339a2ba359c
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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