Acetic Acid → 1-Benzyloxy-4-(2-nitro-ethyl)-benzene

HRID 78279

반응식

HRID 78279 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[N+:17]([O-:19])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)C.CS(C)=O.[B-].[Na+]>O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][N+:17]([O-:19])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 679Dimethyl SulfoxideHCID 5702926(E)-1-(Benzyloxy)-4-(2-nitrovinyl)benzeneHCID 22959485Vertellus

생성물 1

HCID 247210371-Benzyloxy-4-(2-nitro-ethyl)-benzene

시약·촉매·용매 1

HCID 962Water용매

실험 절차

While cooling using a water bath, to a mixture of 1-benzyloxy-4-((E)-2-nitro-vinyl)-benzene described in Manufacturing Example 229-1-1 (60 g, 0.23 mol), acetic acid (27 mL) and dimethyl sulfoxide (400 mL) was added sodium borohydrate (8.9 g, 0.23 mol), which was stirred for 20 minutes at room temperature. Water (2.5 L) was added dropwise to the reaction mixture, and the deposited solids were filtered. Diethyl ether (300 mL) was added to the obtained solids to dissolve the title compound, and separation into filtrate and solids was carried out by filtration. The filtrate was concentrated under a reduced pressure to obtain the title compound (39 g). On the other hand, diethyl ether (300 mL) was added to the previously separated solid to dissolve the title compound, and separation into filtrate and solids was carried out by filtration. The filtrate was concentrated under a reduced pressure to obtain the title compound (12 g). This was combined with the previously obtained solids to obtain the title compound (51 g) as a crude product.

후처리

  1. temperatureWhile cooling
  2. filtrationthe deposited solids were filtered
  3. additionDiethyl ether (300 mL) was added to the obtained solids
  4. dissolutionto dissolve
  5. customthe title compound, and separation into filtrate and solids
  6. filtrationwas carried out by filtration
  7. concentrationThe filtrate was concentrated under a reduced pressure

출처 및 근거

ORD 기록
ord-a3349ff6394d4fd3981d78e8162ad706
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841327B2

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