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

HRID 575948ノート

反応式

HRID 575948 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 284Formic Acid溶媒HCID 712Formaldehyde溶媒

反応条件

温度
85 °C

実験手順

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 (5M). 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).

後処理

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

出典と根拠

ORDレコード
ord-b64bf6cf7f2a481a90b3038812099b02
出典データセット
uspto-grants-2015_05
特許番号
US09035073B2

反応ノート

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