Sodium hydride → HCID 12951847、化合物

HRID 1248797ノート

反応式

HRID 1248797 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([CH2:8][N:9]([CH2:11][CH2:12][CH:13]([OH:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:10])[CH:7]=1.[H-].[Na+]>CS(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:20][CH:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:12][CH2:11][N:9]([CH3:10])[CH2:8][C:6]=2[CH:7]=1

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 12951849HCID 12951849、化合物

生成物 1

HCID 12951847HCID 12951847、化合物収率 55.2%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

A mixture of N-(5-chloro-2-fluorophenyl)methyl-N-methyl-3-hydroxy-3-phenylpropylamine (3.1 g), 50% sodium hydride dispersion (480 mg) and DMSO (100 ml) was maintained at 50° under nitrogen for 12 h. The mixture was poured onto water (500 ml) and extracted with ether (3×300 ml) The combined organic extracts were washed, dried and evaporated. Chromatography of the residue on silica (Woelm Grade 1) using ethyl acetate as eluant gave the title compound (1.6 g). This was converted to the tosylate in ether/IPA, m.p. 219°-221°.

後処理

  1. temperaturewas maintained at 50° under nitrogen for 12 h
  2. additionThe mixture was poured onto water (500 ml)
  3. extractionextracted with ether (3×300 ml) The combined organic extracts
  4. washwere washed
  5. customdried
  6. customevaporated

出典と根拠

ORDレコード
ord-9a70e9e8169a43878595e115d62c86d9
出典データセット
uspto-grants-1986_12
特許番号
US04626522

反応ノート

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