Diethyl Ether → 3-(4-Fluorophenyl)propan-1-ol

HRID 719669

反応式

HRID 719669 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10](O)=[O:11])=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].CCOCC>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][OH:11])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 1363023-(4-Fluorophenyl)propionic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 137472413-(4-Fluorophenyl)propan-1-ol収率 100%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a THF (200 mL) solution containing 3-(4-fluorophenyl)propanoic acid (33.6 g, 0.2 mol) was added a 1.0 M solution of LiAlH4 in Et2O (200 mL, 0.2 mol) over a period of 0.5 h. The resulting mixture was allowed to stir at RT for 18 h. The reaction was slowly quenched with H2O and the aqueous layer extracted (1×) with Et2O. The combined organic extracts were dried over MgSO4 and concentrated in vacuo. The resulting oil was used in the next step without further purification. Isolated 31.4 g (0.2 mol, 100% yield).

後処理

  1. customThe reaction was slowly quenched with H2O
  2. extractionthe aqueous layer extracted (1×) with Et2O
  3. dry with materialThe combined organic extracts were dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe resulting oil was used in the next step without further purification
  6. customIsolated 31.4 g (0.2 mol, 100% yield)

出典と根拠

ORDレコード
ord-b35f9aebdb17443591baa6179bf6571a
出典データセット
uspto-grants-2006_11
特許番号
US07132443B2

関連ノート

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