Hydrochloric Acid → HCID 11309757、化合物

反応式

Cl.[CH3:2][O:3][C:4](=[O:7])[CH2:5][NH2:6].C(N(CC)CC)C.[CH2:15](Br)[CH:16]=[CH2:17].Cl.[CH2:20]1[CH2:24]OC[CH2:21]1>>[CH3:2][O:3][C:4](=[O:7])[CH2:5][N:6]([CH2:24][CH:20]=[CH2:21])[CH2:15][CH:16]=[CH2:17]

参加物

反応物 5

HCID 313Hydrochloric Acid

HCID 7841Allyl bromide

HCID 8028Tetrahydrofuran

HCID 8471Triethylamine

HCID 122755Glycine methyl ester hydrochloride

生成物 1

HCID 11309757HCID 11309757、化合物収率 49%

実験手順

1.5 g (11.9 mmole) glycine methylester hydrochloride was added to 100 ml dry THF and subsequently, 3.61 g (35.8 mmole) triethylamine was added. After 15 minutes stirring at room temperature, 4.33 g (35.8 mmole) allyl bromide was added dropwise and the mixture was refluxed for 16 hours. 100 ml of 2N HCl was added and then extracted with 100 ml diethyl ether. The aqueous phase was alkalinised after, acid extraction, with K2CO3 and extracted with CH2Cl2 (100 ml three times). The organic layer was dried with MgSO4. The product was further purified, after filtration of MgSO4 and evaporation of the solvent, via column chromatography, providing with 100% selectivity 0.78 g (5.75 mmole, yield 49%) diallylglycine methyl ester. This product was further characterised by the following spectra: