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

HRID 920291노트

반응식

HRID 920291 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 6212Chloroform용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-fe4a9b24104248f488989a7e462047fa
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273054B2

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