Tetrahydrofuran → 6-bromo-4,7-difluoro-2,3-dihydro-1H-inden-1-ol

HRID 533939ノート

反応式

HRID 533939 の反応式
[Br:1][C:2]1[C:10]([F:11])=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[O:12])=[C:4]([F:13])[CH:3]=1.C1COCC1.[BH4-].[Na+]>CCO>[Br:1][C:2]1[C:10]([F:11])=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[OH:12])=[C:4]([F:13])[CH:3]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 867151266-bromo-4,7-difluoro-2,3-dihydro-1H-inden-1-one

生成物 1

HCID 867151256-bromo-4,7-difluoro-2,3-dihydro-1H-inden-1-ol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a mixture of 6-bromo-4,7-difluoro-2,3-dihydro-1H-inden-1-one (0.5 g), THF (1 mL) and EtOH (1 mL) was added NaBH4 (100 mg). After 1 hour the reaction mixture was concentrated and the residue distributed between water and EA. The organic phase was washed with water (3 times), dried (Na2SO4), filtered and concentrated. The residue was purified by preparative HPLC to provide the subtitle compound. MS ESI+: m/z=249 [M+H]+.

後処理

  1. concentrationAfter 1 hour the reaction mixture was concentrated
  2. washThe organic phase was washed with water (3 times)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-e5ef06cd3da54bd6adf90fe761e47c69
出典データセット
uspto-grants-2014_10
特許番号
US08853412B2

反応ノート

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