Ammonia → (4-Allyloxy-2-methyl-phenyl)-methanethiol

HRID 892258노트

반응식

HRID 892258 반응식
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8](CCl)=[CH:7][C:6]=1C)[CH:2]=[CH2:3].N[C:15](N)=[S:16].O.N.[CH2:20](O)C>>[CH2:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:15][SH:16])=[C:9]([CH3:20])[CH:10]=1)[CH:2]=[CH2:3]

참가 물질

6

반응물 5

HCID 222AmmoniaHCID 702Ethanol2회HCID 962WaterHCID 2723790ThioureaHCID 222420771-Allyloxy-4-chloromethyl-2-methyl-benzene

생성물 1

HCID 22242072(4-Allyloxy-2-methyl-phenyl)-methanethiol수율 59%

실험 절차

A mixture of 3.40 g (17.3 mmol) 1-allyloxy-4-chloromethyl-2-methyl-benzene and 1.45 g (19.0 mmol) thiourea in 5.0 ml ethanol was heated to reflux for 7 h. Solvents were distilled off and the crystalline residue was washed with cold ethanol and isolated by filtration. After addition of 5.0 ml ethanol, 2.0 ml water and 1.4 ml 25% aqueous ammonia, the mixture was heated to reflux for 2 h. Ethanol was distilled off, then acidified with 0.5 ml half conc. HCl and extracted with ethyl acetate. The solution was dried over MgSO4 and solvents were removed in vacuum to yield 1.99 g (59%) (4-allyloxy-2-methyl-phenyl)-methanethiol as nearly colourless oil, which was used immediately.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 7 h
  3. distillationSolvents were distilled off
  4. washthe crystalline residue was washed with cold ethanol
  5. customisolated by filtration
  6. temperaturethe mixture was heated
  7. temperatureto reflux for 2 h
  8. distillationEthanol was distilled off
  9. extractionextracted with ethyl acetate
  10. dry with materialThe solution was dried over MgSO4 and solvents
  11. customwere removed in vacuum

출처 및 근거

ORD 기록
ord-709ec8683c6b48afb89ef8834ce413d1
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07005526B2

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