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

HRID 78279

反応式

HRID 78279 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a3349ff6394d4fd3981d78e8162ad706
出典データセット
uspto-grants-2014_09
特許番号
US08841327B2

関連ノート

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