Ammonium Chloride → 1-Ethyl-5-fluoroindan-1-ol

HRID 13686

反応式

HRID 13686 の反応式
[CH2:1]([Mg]Br)[CH3:2].[F:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[C:11](=[O:15])[CH2:10][CH2:9]2.[Cl-].[NH4+]>CCOCC>[CH2:1]([C:11]1([OH:15])[C:12]2[C:8](=[CH:7][C:6]([F:5])=[CH:14][CH:13]=2)[CH2:9][CH2:10]1)[CH3:2]

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 1365375-Fluoro-1-indanoneHCID 178418443HCID 178418443、化合物

生成物 1

HCID 593404281-Ethyl-5-fluoroindan-1-ol収率 93%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

Add ethyl magnesium bromide (1.3 ml, 3.90 mmol, 1.30 equivalents, 3.0 M in tetrahydrofuran) drop wise to a solution of 5-fluoroindanone (450 mg, 3.00 mmol) in. anhydrous ether (5 ml) under nitrogen at room temperature and stir overnight. Quench the reaction by drop wise addition of 10% aqueous ammonium chloride, dilute with ether, wash with water (2×), dry over anhydrous sodium sulfate, filter, and concentrate to obtain the'title compound (502 mg, 93%). NMR (400 MHz, CDCl3): δ 0.94 (t, 3H), 1.79 (m, 1H), 1.92 (m, 1H), 2.12 (m, 1H), 2.31 (m, 1H), 2.81 (m, 1H), 2,98 (m, 1H), 6.91 (m, 2H), 7.24 (m, 1H).

後処理

  1. customQuench
  2. customthe reaction
  3. washwash with water (2×)
  4. dry with materialdry over anhydrous sodium sulfate
  5. filtrationfilter
  6. concentrationconcentrate

出典と根拠

ORDレコード
ord-c72f637ef3974175b04039f65365bb02
出典データセット
uspto-grants-2010_06
特許番号
US07728150B2

関連ノート

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