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Ethyl Acetate → HCID 19606368、化合物

HRID 1603915
ノート
印刷プレビュー

反応式

HRID 1603915 の反応式
[CH:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([O:14][CH3:15])=[O:13])[CH:10]=2)[NH:5][CH:4]=1)=[O:2].CC(C)([O-])C.[K+].Br[CH2:23][CH2:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(OCC)(=O)C>CN(C)C=O>[C:27]1([CH2:26][CH2:25][CH2:24][CH2:23][N:5]2[C:6]3[C:11](=[CH:10][C:9]([C:12]([O:14][CH3:15])=[O:13])=[CH:8][CH:7]=3)[C:3]([CH:1]=[O:2])=[CH:4]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1
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 4

HCID 8857Ethyl AcetateHCID 2596681-Bromo-4-phenylbutaneHCID 19606277Methyl 3-formyl-1H-indole-5-carboxylateHCID 23665647Potassium tert-butoxide

生成物 1

HCID 19606368HCID 19606368、化合物収率 87%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

実験手順

A solution of methyl 3-formylindole-5-carboxylate (2.234 g, 11.0 mmol) and potassium tert-butoxide (1.259 g, 11.2 mmol) in dry N,N-dimethylformamide (50 ml) was added with 1-bromo-4-phenylbutane (2.385 g, 11.2 mmol) and left under stirring at room temperature for 18 h. After that the solvent was evaporated off under reduced pressure, the resulting residue was partitioned between a NaCl saturated solution (50 ml) and chloroform (50 ml) and the aqueous phase was extracted with chloroform (3×50 ml). After drying and evaporating off the solvent under reduced pressure, a crude was obtained which was purified by chromatography through a silica gel column, eluting with n-hexane:ethyl acetate, 70:30, thereby obtaining 2.847 g of the title compound (87% yield).

後処理

  1. waitleft
  2. customAfter that the solvent was evaporated off under reduced pressure
  3. customthe resulting residue was partitioned between a NaCl saturated solution (50 ml) and chloroform (50 ml)
  4. extractionthe aqueous phase was extracted with chloroform (3×50 ml)
  5. customAfter drying
  6. customevaporating off the solvent under reduced pressure
  7. customa crude was obtained which
  8. customwas purified by chromatography through a silica gel column
  9. washeluting with n-hexane

出典と根拠

ORDレコード
ord-85a20250ed5f4d189e8e94bbf8c48387
出典データセット
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05990142

反応ノート

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