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Ethanolamine → (9H-fluoren-9-yl)methyl N-(2-hydroxyethyl)carbamate

HRID 1940869
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HRID 1940869 반응식
[C:1]([O-:4])([O-])=[O:2].[Na+].[Na+].[CH2:7]([CH2:9][NH2:10])[OH:8].ON1[C:16](=O)[CH2:15][CH2:14][C:13]1=O.O1[CH2:24][CH2:23]OCC1>O>[CH:13]1[C:13]2[CH:23]([CH2:24][O:4][C:1]([NH:10][CH2:9][CH2:7][OH:8])=[O:2])[C:16]3[C:15](=[CH:16][CH:13]=[CH:14][CH:15]=3)[C:14]=2[CH:16]=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 700EthanolamineHCID 10340Sodium CarbonateHCID 312751,4-DioxaneHCID 80170N-Hydroxysuccinimide

생성물 1

HCID 2817739(9H-fluoren-9-yl)methyl N-(2-hydroxyethyl)carbamate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

68.0 g (ca 200 mMol) 9-fluorenylmethoxycarbonyl-N-hydroxysuccinimide ester (Fmoc-O-Su) is dissolved with stirring in 300 ml dioxan in a 1 l round-bottomed flask. 40 g Na2CO3 dissolved in 200 ml water as well as 14.4 ml (238 mMol) ethanolamine are added successively to the clear solution. The pulpy reaction mixture which forms at once is stirred overnight at room temperature and is aspirated on the following day. The filtration residue which contains unreacted Fmoc-O-Su, N-hydroxy-succinimide as well as the desired product, is re-crystallized from ethyl acetate. After drying in a vacuum 47.4 g pure product=76% of the theoretical yield are obtained.

후처리

  1. additionare added successively to the clear solution
  2. customThe pulpy reaction mixture which

출처 및 근거

ORD 기록
ord-811cdd26e34a4da888583c53a5c70042
출처 데이터셋
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05700919

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