Реакция #1712456

ord-578b14c6408549419988e3a629552dd9

Уравнение реакции

NCCOCCO
2-(2-aminoethoxy)ethanol
OCc1c2ccccc2cc2ccccc12
9-anthracenemethanol
O=C(Cl)Oc1ccc([N+](=O)[O-])cc1
4-nitrophenyl chloroformate
CCN(CC)CC
triethylamine
O=C(NCCOCCO)OCc1c2ccccc2cc2ccccc12
[2-(2-Hydroxy-ethoxy)-ethyl]-carbamic acid anthracen-9-ylmethyl ester

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.STIRRINGstirring
  2. 2
    workup.WAITcontinued for another 24 hours
  3. 3
    Промывкаwas then washed with a 2% sodium hydroxide (w/w) solution until no p-nitrophenol
  4. 4
    СушкаThe dichloromethane was dried with sodium sulfate
  5. 5
    Фильтрацияfiltered
  6. 6
    Другоеevaporated under reduced pressure

Методика

To a stirring slurry of 9-anthracenemethanol (10 g, 48 mmol) and 4-nitrophenyl chloroformate (13.6 g, 67.5 mmol) in 200 ml CH2Cl2 was added triethylamine (6.7 ml, 0.19 mol). The resulting gold colored solution was allowed to stir 16 hrs at room temperature. At this point, 2-(2-aminoethoxy)ethanol (14.4 ml, 0.144 mol) was added and stirring continued for another 24 hours. The CH2Cl2 reaction mixture was then washed with a 2% sodium hydroxide (w/w) solution until no p-nitrophenol was observed in the organic layer. The dichloromethane was dried with sodium sulfate, filtered, and evaporated under reduced pressure.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08779221B2uspto-grants-2014_07