Tetrahydrofuran → methyl 7-fluoro-3,4-dihydro-2H-chromene-4-carboxylate

HRID 1021484노트

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HRID 1021484 반응식
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([C:12]([OH:14])=[O:13])[CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1.[CH2:15]1COCC1>CO.S(=O)(=O)(O)O.C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([C:12]([O:14][CH3:15])=[O:13])[CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1

참가 물질

7

반응물 2

HCID 8028TetrahydrofuranHCID 670802337-fluoro-3,4-dihydro-2H-chromene-4-carboxylic acid

생성물 1

HCID 67080260methyl 7-fluoro-3,4-dihydro-2H-chromene-4-carboxylate수율 98.7%

시약·촉매·용매 4

HCID 1118Sulfuric Acid촉매HCID 887Methanol용매HCID 8857Ethyl Acetate용매HCID 516892Sodium Bicarbonate용매

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온도
55 °C

실험 절차

7-Fluoro-3,4-dihydro-2H-chromene-4-carboxylic acid (346 mg, 1.76 mmol) was diluted with (THF) 2 mL, methanol (2 mL) and 4 drops of sulfuric acid. The reaction was heated at 55° C. and stirred for 12 hours. The reaction was cooled to ambient temperature, diluted with ethyl acetate and saturated sodium bicarbonate. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated to yield the title compound (366 mg, 98.7% yield).

후처리

  1. temperatureThe reaction was cooled to ambient temperature
  2. customThe layers were separated
  3. dry with materialthe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0855bbd5e06b47bea27e282bf56183ce
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716498B2

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