Hydrochloric Acid → 1-(3-Bromo-4-cyclohexyloxy-phenyl)-hexan-2-one

HRID 2168730노트

반응식

HRID 2168730 반응식
[Br:1][C:2]1[CH:7]=[C:6](/[CH:8]=[C:9](/[N+]([O-])=O)\[CH2:10][CH2:11][CH2:12][CH3:13])[CH:5]=[CH:4][C:3]=1[O:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.Cl.C[OH:26]>[Fe]>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9](=[O:26])[CH2:10][CH2:11][CH2:12][CH3:13])[CH:5]=[CH:4][C:3]=1[O:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 673721002-bromo-1-cyclohexyloxy-4-((E)-2-nitro-hex-1-enyl)-benzene

생성물 1

HCID 673736281-(3-Bromo-4-cyclohexyloxy-phenyl)-hexan-2-one

시약·촉매·용매 1

HCID 23925Iron촉매

실험 절차

2-Bromo-1-cyclohexyloxy-4-((E)-2-nitro-hex-1-enyl)-benzene (8.3 mmol, 3.2 g), and iron powder (41.8 mmol, 2.3 g) were dispersed in methanol (20 mL), 3.0 N HCl (20 mL) and heated to reflux for 3.0 h. Cooled the reaction mixture to room temperature, filtered through celite washed with ether. Organic layer separated, dried (Na2SO4) filtered and concentrated under reduced pressure to provide 1-(3-Bromo-4-cyclohexyloxy-phenyl)-hexan-2-one (2.5 g).

후처리

  1. temperatureto reflux for 3.0 h
  2. filtrationfiltered through celite
  3. washwashed with ether
  4. customOrganic layer separated
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-829e2908581b4fa68c43f37c3a396a9f
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045461B2

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