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

HRID 510590
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HRID 510590 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
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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 Acetate
용매
HCID 516892Sodium Bicarbonate용매

반응 조건

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-5a4c4c3738f242a89606196c425e205d
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096567B2

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