Diethyl methylmalonate → 2-Methyl-4-bromo-1-indanone ethylene ketal

HRID 234072ノート

反応式

HRID 234072 の反応式
[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[Br:11])[C:3]1=[O:12].BrC1C=CC=CC=1CBr.C[CH:23](C(OCC)=O)[C:24](OCC)=[O:25].C([O-])([O-])OCC.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)([O-])O.[Na+]>C(O)CO>[CH2:24]1[O:25][C:3]2([C:4]3[C:9](=[C:8]([Br:11])[CH:7]=[CH:6][CH:5]=3)[CH2:10][CH:2]2[CH3:1])[O:12][CH2:23]1

参加物

8

反応物 6

HCID 11857Diethyl methylmalonateHCID 769652-Bromobenzyl bromideHCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 105371524-Bromo-2-methyl-1-indanoneHCID 53630039Ethylorthoformate

生成物 1

HCID 572149092-Methyl-4-bromo-1-indanone ethylene ketal

試薬・触媒・溶媒 1

HCID 174Ethylene Glycol溶媒

実験手順

To a solution of 4.88 g of 2-methyl-4-bromo-1-indanone derived from 2-bromobenzyl bromide and diethyl methylmalonate in 12 ml of ethylene glycol was added 5.4 ml of ethyl orthoformate. After a catalytic amount of p-toluenesulfonic acid monohydrate was added, the mixture was stirred overnight at room temperature. The reaction mixture was poured into saturated aqueous sodium hydrogen carbonate and extracted with ether. After the organic layer was dried over magnesium sulfate, the solvent was removed by distillation under reduced pressure. The residual concentrate was purified by silica gel column chromatography to give 4.08 g of the title compound.

後処理

  1. extractionextracted with ether
  2. dry with materialAfter the organic layer was dried over magnesium sulfate
  3. customthe solvent was removed by distillation under reduced pressure
  4. concentrationThe residual concentrate
  5. customwas purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-dc5a3af1c4ce494d946f803269e9b57f
出典データセット
uspto-grants-1997_01
特許番号
US05594081

反応ノート

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