Methanol → Methyl 1-(mercaptomethyl)cyclopropaneacetate

반응식

C([S:4][CH2:5][C:6]1([CH2:9][C:10]#N)[CH2:8][CH2:7]1)(=O)C.[OH2:12].OS(O)(=O)=O.[CH3:18][OH:19]>>[SH:4][CH2:5][C:6]1([CH2:9][C:10]([O:19][CH3:18])=[O:12])[CH2:7][CH2:8]1

참가 물질

반응물 4

HCID 887Methanol

HCID 962Water2회

HCID 1118Sulfuric Acid

HCID 117896201-(Acetylthiomethyl)cyclopropaneacetonitrile

생성물 1

HCID 15288152Methyl 1-(mercaptomethyl)cyclopropaneacetate수율 93%

반응 조건

온도: 25 °C

실험 절차

To a solution of the nitrile of Step 8 (45 g, 266 mmol) in MeOH (1.36 L) was added H2O(84 mL) and conc. H2SO4 (168 mL). The mixture was heated to reflux for 20 hr, cooled to 25° C., H2O(1 L) was added and the product was extracted with CH2Cl2 (2×1.5 L). The organic extract was washed with H2O and dried over Na2SO4. Concentration of the organic solution gave 36 g (93%) of the title compound.