反応 #61377

ord-928dcbd36ef14c3e9a91d1edde5a98fa

反応方程式

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

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.STIRRINGstirring
  2. 2
    workup.WAITcontinued for another 24 hours
  3. 3
    洗浄was then washed with a 2% sodium hydroxide (w/w) solution until no p-nitrophenol
  4. 4
    乾燥The dichloromethane was dried with sodium sulfate
  5. 5
    ろ過filtered
  6. 6
    その他evaporated under reduced pressure

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07429472B2uspto-grants-2008_09