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

HRID 1021484ノート

反応式

HRID 1021484 の反応式
[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

参加物

7

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 1118Sulfuric Acid触媒HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
55 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0855bbd5e06b47bea27e282bf56183ce
出典データセット
uspto-grants-2014_05
特許番号
US08716498B2

反応ノート

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