Water → 3-(3,5-Difluorophenyl)-3-methoxy-1-methyl pyrrolidine

HRID 1188161노트

반응식

HRID 1188161 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:9]2([O:14][CH3:15])[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1.O.[CH2:17](OCC)C>C(O)=O.C=O>[F:1][C:2]1[CH:3]=[C:4]([C:9]2([O:14][CH3:15])[CH2:13][CH2:12][N:11]([CH3:17])[CH2:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 3283Diethyl EtherHCID 199358743-(3,5-Difluorophenyl)-3-methoxypyrrolidine

생성물 1

HCID 462192243-(3,5-Difluorophenyl)-3-methoxy-1-methyl pyrrolidine

시약·촉매·용매 2

HCID 284Formic Acid용매HCID 712Formaldehyde용매

반응 조건

온도
85 °C

실험 절차

A mixture of (+)-3-(3,5-difluorophenyl)-3-methoxypyrrolidine (0.02 g, 0.094 mmol) in formic acid (1 ml) and formaldehyde (37% solution in water, 1 ml) was heated at 85° C. for 5 h. The mixture was allowed to reach ambient temperature, water (5 ml) and diethyl ether was added, the phases were separated and the aqueous phase was basified by the addition of aqueous sodium hydroxide (5 M). The aqueous phase was extracted twice with ethyl acetate, the combined organic phases was dried (Na2SO4) and evaporated to give the crude product which was diluted in methanol and analyzed by GCMS. MS m/z (relative intensity, 70 eV) 227 (M+, 5), 212 (29), 197 (25), 141 (42), 57 (bp).

후처리

  1. customto reach ambient temperature
  2. customthe phases were separated
  3. additionthe aqueous phase was basified by the addition of aqueous sodium hydroxide (5 M)
  4. extractionThe aqueous phase was extracted twice with ethyl acetate
  5. dry with materialthe combined organic phases was dried (Na2SO4)
  6. customevaporated

출처 및 근거

ORD 기록
ord-3ec15ecca22842ee89e30829c5dc9d07
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673962B2

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