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llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
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2-Cyano-6,11-dihydro-11-oxodibenz[b,e]oxepin → 2-Cyano-6,11-dihydro-11-ethylidenedibenz[b,e]oxepin

HRID 894221
ノート
印刷プレビュー

反応式

HRID 894221 の反応式
[C:1]([Li])(C)(C)[CH3:2].[C:6]([C:8]1[CH:23]=[CH:22][C:11]2[O:12][CH2:13][C:14]3[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=3[C:16](=O)[C:10]=2[CH:9]=1)#[N:7]>[Br-].C([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)C.O1CCCC1.CCCCCC>[C:6]([C:8]1[CH:23]=[CH:22][C:11]2[O:12][CH2:13][C:14]3[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=3[C:16](=[CH:1][CH3:2])[C:10]=2[CH:9]=1)#[N:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 124468252-Cyano-6,11-dihydro-11-oxodibenz[b,e]oxepinHCID 178418306HCID 178418306、化合物

生成物 1

HCID 536734252-Cyano-6,11-dihydro-11-ethylidenedibenz[b,e]oxepin

試薬・触媒・溶媒 3

HCID 73727Phosphonium, ethyltriphenyl-, bromide (1:1)触媒HCID 8028Tetrahydrofuran溶媒2 回
HCID 8058
Hexane
溶媒

実験手順

Suspent 23.6 gm of ethyl triphenylphosphonium bromide in 200 ml of dry tetrahydrofuran add dropwise 2.4 ml of t-butyllithium in hexane with stirring at room temperature under a nitrogen atmosphere. Continue stirring for 3 hours and then cool to -70° C. in a dry ice bath. Add 10 gm. of 2-cyano-6,11-dihydro-11-oxodibenz[b,e]oxepin in 75 ml of dry tetrahydrofuran dropwise over 30 minutes. Continue stirring at -70° C. for 30 minutes, warm to room temperature and continue stirring overnight under a nitrogen atmosphere. Pour the mixture into 400 ml. of ether, filter and wash the filtrate with saturated aqueous sodium chloride solution. Dry over anhydrous magnesium sulfate and strip to dryness. Chromatograph the residue over silica gel, eluting with 5% ethyl acetate in hexane to obtain the final product (5.73 gm).

後処理

  1. stirringContinue stirring for 3 hours
  2. temperaturecool to -70° C. in a dry ice bath
  3. additionAdd 10 gm
  4. stirringContinue stirring at -70° C. for 30 minutes
  5. temperaturewarm to room temperature
  6. stirringcontinue stirring overnight under a nitrogen atmosphere
  7. additionPour the mixture into 400 ml
  8. filtrationof ether, filter
  9. washwash the filtrate with saturated aqueous sodium chloride solution
  10. dry with materialDry over anhydrous magnesium sulfate and strip to dryness
  11. washChromatograph the residue over silica gel, eluting with 5% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-080c06b0d92e4e499148774c4771fca7
出典データセット
uspto-grants-1981_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04282365

反応ノート

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