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

HRID 1730359

반응식

HRID 1730359 반응식
[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

참가 물질

4

반응물 2

HCID 24408Bromine2회HCID 89440Tonalide

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-a0b777b7048d4fe2aa51455fe7b692c7
출처 데이터셋
uspto-grants-1976_11
특허 번호
US03992389

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