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

HRID 33106ノート

反応式

HRID 33106 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-03aa5ce4606b46f982c303e8feae936c
出典データセット
uspto-grants-2008_09
特許番号
US07429582B2

反応ノート

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