반응 #1061323

ord-7d3fa47c876d4711a09ec14702af3b7f

반응 방정식

Cl.N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O
D-glucosamine hydrochloride
O=C([O-])O.[Na+]
sodium hydrogen carbonate
O=C(Cl)OCC(Cl)(Cl)Cl
trichloroethoxycarbonyl chloride
→
O=C(N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O)OCC(Cl)(Cl)Cl
N-trichloroethoxycarbonyl-D-glucosamine

반응물

Cl.N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O
D-glucosamine hydrochloride
O=C([O-])O.[Na+]
sodium hydrogen carbonate
O=C(Cl)OCC(Cl)(Cl)Cl
trichloroethoxycarbonyl chloride

시약

없음

용매

O
water

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도by cooling in an ice bath
  2. 2
    온도cooling for 2 hours
  3. 3
    여과The precipitate was collected by filtration
  4. 4
    세척washed successively with water and diethyl ether
  5. 5
    기타recrystallized from 95% ethanol

실험 절차

Thirty grams of D-glucosamine hydrochloride was dissolved in 500 ml of water, and 30.0 g of sodium hydrogen carbonate was added thereto, followed by cooling in an ice bath. To the cooled solution was added 27.5 ml of trichloroethoxycarbonyl chloride, and the mixture was stirred under ice-cooling for 2 hours and then at room temperature for 11 hours. The precipitate was collected by filtration, washed successively with water and diethyl ether, and recrystallized from 95% ethanol to obtain 42.3 g of N-trichloroethoxycarbonyl-D-glucosamine (Compound A) having a melting point of 183° to 184° C. (with decomposition).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05066794uspto-grants-1991_11