Toluene → 3-(6H-Dibenzo[b,e]oxepin-1-ylidenemethyl)-phenylamine

HRID 2218732ノート

反応式

HRID 2218732 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:23]=[CH:24][CH:25]=1)[CH:7]=[C:8]1O[C:13]2[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=2[CH2:11][C:10]2[CH:19]=[CH:20][CH:21]=[CH:22][C:9]1=2)([O-])=O.[OH2:26].O.[Sn](Cl)(Cl)(Cl)Cl.C1(C)C=CC=CC=1>C(O)C.C(OCC)(=O)C>[C:8]1(=[CH:7][C:6]2[CH:5]=[C:4]([NH2:1])[CH:25]=[CH:24][CH:23]=2)[C:9]2[C:22]([O:26][CH2:13][C:15]3[CH:16]=[CH:17][CH:18]=[CH:12][C:11]=3[CH:10]=2)=[CH:21][CH:20]=[CH:19]1

参加物

6

反応物 3

HCID 1140TolueneHCID 85782573Tin tetrachloride dihydrateHCID 866039843-Nitro-benzylidene-6,11-dihydro-dibenzo[b,e]oxepine

生成物 1

HCID 866039833-(6H-Dibenzo[b,e]oxepin-1-ylidenemethyl)-phenylamine収率 56%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Dissolve 11-(3-Nitro-benzylidene-6,11-dihydro-dibenzo[b,e]oxepine (200 mg) in ethanol (10 mL) add tin chloride dihydrate (680 mg) and reflux for 5 h. Concentrate the reaction in vacuo, re-dissolve in ethyl acetate and wash with 1N sodium hydroxide solution. Separate the layers wash with brine and dry over sodium sulfate. Purity using filter chromatography eluting with 10% ethyl acetate:toluene to give 60 mg of product (56% yield).

後処理

  1. temperaturereflux for 5 h
  2. concentrationConcentrate
  3. customthe reaction in vacuo
  4. washwash with 1N sodium hydroxide solution
  5. customSeparate the layers
  6. washwash with brine
  7. dry with materialdry over sodium sulfate
  8. filtrationPurity using filter chromatography
  9. washeluting with 10% ethyl acetate

出典と根拠

ORDレコード
ord-2cffb80652e44e01aaa6a3839092257b
出典データセット
uspto-grants-2008_08
特許番号
US07411072B2

反応ノート

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