Triethylamine → HCID 70189270, compound

HRID 2299233Notes

Reaction equation

HRID 2299233 reaction equation
[CH2:1]([O:8][C:9](=[O:14])[CH2:10][CH:11]([NH2:13])C)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][C:16]1[CH:17]=CC(S(O)(=O)=O)=C[CH:21]=1.C(N(CC)CC)C.C(Cl)(=[O:36])C=C>CCOCC>[CH2:1]([O:8][C:9]([C:10](=[CH:15][CH:16]([CH3:17])[CH3:21])[C:11]([NH2:13])=[O:36])=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 86183876HCID 86183876, compound

Product 1

HCID 70189270HCID 70189270, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Next, 50 g of β-aminobutyric acid benzyl ester·p-toluenesulfonate were dispersed in 300 ml of ether containing 54.3 ml of triethylamine. To this dispersion were slowly added 12.7 ml of acryloyl chloride at 0° C. and stirred for 2 hours. The ether layer was recovered, condensed and purified by silica gel chromatography to obtain 19.59 g of the desired 2-(benzyloxycarbonyl)isopropyl acrylamide as a white crystal. The synthesis was confirmed by 1H-NMR spectrometry and elementary analysis. The results of the 1H-NMR spectrometry and the elementary analysis are set forth below. The underlined portion shows the position of the corresponding proton in the compound.

Workup

  1. customat 0° C.
  2. customThe ether layer was recovered
  3. customcondensed
  4. custompurified by silica gel chromatography

Sources & evidence

ORD record
ord-425269535e2b4ec7af73a8118201c124
Source dataset
uspto-grants-2002_12
Patent number
US06495645B1

Reaction notes

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