Isopropylamine → HCID 957140, compound

HRID 1055212Notes

Reaction equation

HRID 1055212 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[CH2:5]=[C:6]1[O:10][C:8](=[O:9])[CH2:7]1>O1CCCC1>[O:10]=[C:6]([CH3:5])[CH2:7][C:8]([NH:4][CH:1]([CH3:3])[CH3:2])=[O:9]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 12661Diketene

Product 1

HCID 957140HCID 957140, compoundYield 73,684.203%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

32 ml (0.38 mmol) of isopropylamine were 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 40.36 g (0.28 mol, 79% yield) of a white solid.

Workup

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

Sources & evidence

ORD record
ord-d1b3c28a92694692bff457b5788d01a8
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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