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Benzyl Bromide → N,N-bis-(2-hydroxyethyl)-2-fluoro-4-benzyloxyaniline

HRID 1875462
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HRID 1875462 반응식
[OH:1][CH2:2][CH2:3][N:4]([CH2:13][CH2:14][OH:15])[C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:6]=1[F:12].[OH-].[K+].[CH:18]1[CH:23]=[CH:22][C:21]([CH2:24]Br)=[CH:20][CH:19]=1>CCO>[OH:1][CH2:2][CH2:3][N:4]([CH2:13][CH2:14][OH:15])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:24][C:21]2[CH:22]=[CH:23][CH:18]=[CH:19][CH:20]=2)=[CH:7][C:6]=1[F:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 14797Potassium HydroxideHCID 10822558HCID 10822558, 화합물

생성물 1

HCID 10733374N,N-bis-(2-hydroxyethyl)-2-fluoro-4-benzyloxyaniline수율 81.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of N,N-bis-(2-hydroxyethyl)-2-fluoro-4-hydroxyaniline (2 g) and KOH (0.64 g, 10.0 mmole) in EtOH (13 mL) was added BnBr (1.1 mL, 9.1 mmole) and the reaction mixture stirred at reflux for 3 h. The reaction mixture was cooled, evaporated to in dryness and purified by silica gel chromatography (0-7% MeOH/DCM) to provide N,N-bis-(2-hydroxyethyl)-2-fluoro-4-benzyloxyaniline (2.26 g) as a yellow syrup.

후처리

  1. temperatureat reflux for 3 h
  2. temperatureThe reaction mixture was cooled
  3. customevaporated to in dryness
  4. custompurified by silica gel chromatography (0-7% MeOH/DCM)

출처 및 근거

ORD 기록
ord-2c722b48590c41eca595222f12c29fa8
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08309554B2

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