Hydrochloric Acid → 7-Fluoro-1,2,3,4-tetrahydronaphthalen-1-one

HRID 1954889ノート

反応式

HRID 1954889 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH2:14][C:15](Cl)=[O:16])=[CH:8][CH:7]=1.Cl>C(=S)=S>[F:5][C:6]1[CH:11]=[C:10]2[C:9]([CH2:12][CH2:13][CH2:14][C:15]2=[O:16])=[CH:8][CH:7]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 232935944-(4-Fluorophenyl)butyryl chloride

生成物 1

HCID 103747647-Fluoro-1,2,3,4-tetrahydronaphthalen-1-one

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒2 回

実験手順

To a mixture of aluminum chloride (66 g, 0.50 mol) in carbon disulfide (600 mL) was added dropwise a solution of 4-(4-fluorophenyl)butyryl chloride (75.3 g, 0.37 mole) in carbon disulfide (260 mL) keeping the internal temperature below 10° C. After refluxing for 0.5 h, the reaction mixture was poured into a mixture of concentrated HCl (50 mL) and ice water (800 mL). The mixture was filtered and extracted with diethyl ether. The diethyl ether extracts were dried and concentrated in vacuo to give crude 7-fluoro-1-tetralone. Vacuum distillation gave pure 7-fluoro-1-tetralone b.p., 83° C. at 0.3 mm Hg which solidified to a white solid (94%). m.p., 62-64° C. (lit, J. Am. Chem. Soc., 89, 386, 1967; m.p., 63.5-65.0° C.).

後処理

  1. customthe internal temperature below 10° C
  2. temperatureAfter refluxing for 0.5 h
  3. filtrationThe mixture was filtered
  4. extractionextracted with diethyl ether
  5. dry with materialThe diethyl ether extracts were dried
  6. concentrationconcentrated in vacuo
  7. customto give crude 7-fluoro-1-tetralone
  8. distillationVacuum distillation

出典と根拠

ORDレコード
ord-96e386711712425b8b8675e9b8f0723d
出典データセット
uspto-grants-2000_09
特許番号
US06124284

反応ノート

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