Sodium borohydride → Chloro-4-(4-(2-nitroethyl)phenoxy)-2-(trifluoromethyl)benzene

HRID 920291ノート

反応式

HRID 920291 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[N+:17]([O-:19])=[O:18])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:20]([F:23])([F:22])[F:21].[BH4-].[Na+]>CC(O)C.C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][N+:17]([O-:19])=[O:18])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:20]([F:21])([F:22])[F:23]

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 67775160(E)-1-Chloro-4-(4-(2-nitrovinyl)phenoxy)-2-(trifluoromethyl)benzene

生成物 1

HCID 67775633Chloro-4-(4-(2-nitroethyl)phenoxy)-2-(trifluoromethyl)benzene収率 174.1%

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒HCID 6212Chloroform溶媒

実験手順

To a suspension of (E)-1-chloro-4-(4-(2-nitrovinyl)phenoxy)-2-(trifluoromethyl)benzene (13 g, 43.2 mmol) and silica gel (120 g, 100-200 Mesh) in i-PrOH (155 mL) and CHCl3 (465 mL), was added NaBH4 (13.65 g, 361 mmol) portionwise. The reaction mixture was stirred overnight at rt, filtered, and washed with DCM (1 L). The organic phase was washed with sat. NaHCO3 (200 mL), then brine, and dried over anhydrous Na2SO4 and concentrated to afford the title compound as a brown liquid (26 g, 50% yield).

後処理

  1. filtrationfiltered
  2. washwashed with DCM (1 L)
  3. washThe organic phase was washed with sat. NaHCO3 (200 mL)
  4. dry with materialbrine, and dried over anhydrous Na2SO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-fe4a9b24104248f488989a7e462047fa
出典データセット
uspto-grants-2016_03
特許番号
US09273054B2

反応ノート

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