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

HRID 362843노트

반응식

HRID 362843 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6348Carbon Disulfide용매2회

실험 절차

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 it7 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.);

후처리

  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 it7 vacuo
  7. customto give crude 7-fluoro-1-tetralone
  8. distillationVacuum distillation

출처 및 근거

ORD 기록
ord-66cebfa730b74ba58f9a1393664ce413
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05872118

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