Lithium Chloride → 1-(4-Fluorophenyl)-4-(hydroxymethyl)pyrrolidin-2-one

HRID 271236노트

반응식

HRID 271236 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[CH2:11][CH:10]([C:14](OCC)=[O:15])[CH2:9]2)=[CH:4][CH:3]=1.[Cl-].[Li+].[BH4-].[Na+]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:9][CH:10]([CH2:14][OH:15])[CH2:11][C:12]2=[O:13])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 433294Lithium ChlorideHCID 4311764Sodium borohydrideHCID 21935588Ethyl 1-(4-fluorophenyl)-5-oxopyrrolidine-3-carboxylate

생성물 1

HCID 104656771-(4-Fluorophenyl)-4-(hydroxymethyl)pyrrolidin-2-one

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of ethyl 1-(4-fluorophenyl)-5-oxopyrrolidine-3-carboxylate (0.25 g, 1.0 mmol) in ethanol (10 ml) was added lithium chloride (0.085 g, 2.0 mmol) and sodium borohydride (0.080 g, 2.0 mmol). The reaction was stirred 24 hours at room temperature. The solvent was removed and 30 ml water was added to the residue. The aqueous solution was acidified with conc. HCl until the pH was ˜2-3. The acidic solution was extracted was acidified with conc. HCl until the pH was ˜2-3. The acidic solution was extracted sodium sulfate and evaporated. The residue was purified using preparative TLC (15:1 DCM:MeOH) to yield 1-(4-fluorophenyl)-4-(hydroxymethyl)pyrrolidin-2-one (H HNMR). This was repeated twice.

후처리

  1. customThe solvent was removed
  2. addition30 ml water was added to the residue
  3. extractionThe acidic solution was extracted
  4. extractionThe acidic solution was extracted sodium sulfate
  5. customevaporated
  6. customThe residue was purified

출처 및 근거

ORD 기록
ord-f843d0b7faff490c955338a32f24fd07
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452889B2

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