Bromine → 1,1,3,4,4,6-Hexamethyl-7-bromacetyl-1,2,3,4-tetrahydronaphthalene

HRID 1730359

反応式

HRID 1730359 の反応式
[CH3:1][C:2]1([CH3:19])[C:11]2[C:6](=[CH:7][C:8]([CH3:15])=[C:9]([C:12](=[O:14])[CH3:13])[CH:10]=2)[C:5]([CH3:17])([CH3:16])[CH:4]([CH3:18])[CH2:3]1.[Br:20]Br>C(O)(=O)C>[CH3:1][C:2]1([CH3:19])[C:11]2[C:6](=[CH:7][C:8]([CH3:15])=[C:9]([C:12](=[O:14])[CH2:13][Br:20])[CH:10]=2)[C:5]([CH3:17])([CH3:16])[CH:4]([CH3:18])[CH2:3]1

参加物

4

反応物 2

HCID 24408Bromine2 回HCID 89440Tonalide

生成物 1

HCID 214306251,1,3,4,4,6-Hexamethyl-7-bromacetyl-1,2,3,4-tetrahydronaphthalene

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 1,1,3,4,4,6-Hexamethyl-7-acetyl-1,2,3,4-tetrahydronaphthalene(33 g.) in 40 ml. glacial acetic acid was treated slowly with 20 g. bromine. Warming was necessary to initiate the reaction, evidenced by disappearance of the red colouration. When all the bromine had been added,the mixture was cooled and poured onto ice to give a pale green gum. The whole was extracted with ether, the ethereal extracts washed with dilute Na2CO3, water and finally dried over MgSO4. Evaporation ofthe ether gave a pale green solid which was recrystallised from EtOH to give the title compound 27.6 g. (64%), m.p. 68° C. Analysis : Calculated for C18H25OBr, C, 64.09%; H, 7.47%. Found : C, 64.40%; H, 7.65%.

後処理

  1. temperatureWarming
  2. customthe reaction
  3. temperaturewas cooled
  4. additionpoured onto ice
  5. customto give a pale green gum
  6. extractionThe whole was extracted with ether
  7. washthe ethereal extracts washed with dilute Na2CO3, water
  8. dry with materialfinally dried over MgSO4
  9. customEvaporation ofthe ether
  10. customgave a pale green solid which
  11. customwas recrystallised from EtOH

出典と根拠

ORDレコード
ord-a0b777b7048d4fe2aa51455fe7b692c7
出典データセット
uspto-grants-1976_11
特許番号
US03992389

関連ノート

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