Diketene → HCID 15211330, compound

HRID 1055219Notes

Reaction equation

HRID 1055219 reaction equation
[NH2:1][CH:2]([CH2:5][CH3:6])[CH2:3][OH:4].[CH2:7]=[C:8]1[O:12][C:10](=[O:11])[CH2:9]1>O1CCCC1>[OH:4][CH2:3][CH:2]([NH:1][C:10](=[O:11])[CH2:9][C:8](=[O:12])[CH3:7])[CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 12661DiketeneHCID 221292-Amino-1-butanol

Product 1

HCID 15211330HCID 15211330, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

34 ml (0.36 mol) of 2-amino-1-butanol 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 46.97 g (0.27 mol, 76% yield) of a colorless oil.

Workup

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

Sources & evidence

ORD record
ord-522f139ddc2f43059c2daa6fd5bfa869
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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