Acetic Acid → 7-fluoro-3,4-dihydro-2H-chromene-4-carboxylic acid

HRID 1021355ノート

反応式

HRID 1021355 の反応式
[F:1][C:2]1[CH:11]=[C:10]2[C:5](C(O[Si](C)(C)C)(C#N)[CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1.[C:19]([OH:22])(=[O:21])[CH3:20]>Cl.O.C(OCC)(=O)C>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:20]([C:19]([OH:22])=[O:21])[CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1

参加物

6

反応物 2

HCID 176Acetic AcidHCID 670801887-Fluoro-4-(trimethylsilyloxy)chroman-4-carbonitrile

生成物 1

HCID 670802337-fluoro-3,4-dihydro-2H-chromene-4-carboxylic acid収率 83.9%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
130 °C

実験手順

7-Fluoro-4-(trimethylsilyloxy)chroman-4-carbonitrile (750 mg, 2.83 mmol) and SnCl2 dihydrate (2551 mg, 11.3 mmol) were diluted with glacial acetic acid (3 mL) and concentrated HCl (3 mL). The reaction was heated in an oil bath at 130° C. and stirred overnight. The reaction was allowed to cool, diluted with water and ethyl acetate. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated to yield the title compound (465 mg, 83.9% yield).

後処理

  1. temperatureto cool
  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-a604c10854074fc4b456a4695e1a70f2
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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