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

HRID 892258ノート

反応式

HRID 892258 の反応式
[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]

参加物

6

反応物 5

HCID 222AmmoniaHCID 702Ethanol2 回HCID 962WaterHCID 2723790ThioureaHCID 222420771-Allyloxy-4-chloromethyl-2-methyl-benzene

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-709ec8683c6b48afb89ef8834ce413d1
出典データセット
uspto-grants-2006_02
特許番号
US07005526B2

反応ノート

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