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

HRID 719669

반응식

HRID 719669 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 137472413-(4-Fluorophenyl)propan-1-ol수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-b35f9aebdb17443591baa6179bf6571a
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07132443B2

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