1,3-Dichloro-2-propanol → 1-(2-Chloro-1-chloromethyl-ethoxy)-2-nitro-benzene

HRID 33106노트

반응식

HRID 33106 반응식
[Cl:1][CH2:2][CH:3]([OH:6])[CH2:4][Cl:5].C([N-]C(C)C)(C)C.F[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N+:21]([O-:23])=[O:22]>C1COCC1.O>[Cl:1][CH2:2][CH:3]([CH2:4][Cl:5])[O:6][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N+:21]([O-:23])=[O:22]

참가 물질

6

반응물 3

HCID 72891,3-Dichloro-2-propanolHCID 738951-Fluoro-2-nitrobenzeneHCID 5062348Diisopropylamide

생성물 1

HCID 597964371-(2-Chloro-1-chloromethyl-ethoxy)-2-nitro-benzene

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

A solution of 1,3-dichloro-propan-2-ol (1.29 g, 10 mmoles) in THF, under nitrogen, was cooled to 0° C., treated dropwise with llithium diisopropylamide (LDA) (5 ml, 2M solution in hexanes, 10 mmoles), while maintaining the temperature constant at 0° C., stirred at 0° C. for 15 minutes, treated with 1-fluoro-2-nitro-benzene (1.2 g ml, 8.5 mmoles) and stirred at room temperature overnight. The reaction mixture was diluted with water and extracted with EtOAc. The extracts were combined, washed with brine, dried over Na2SO4, and concentrated under vacuum, to afford the title compound as an off-white solid (2.0 g, 8 mmoles), identified by HNMR analysis.

후처리

  1. stirring8.5 mmoles) and stirred at room temperature overnight
  2. extractionextracted with EtOAc
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-03aa5ce4606b46f982c303e8feae936c
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429582B2

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