Sodium hydride → HCID 12951847、化合物

HRID 2058662ノート

反応式

HRID 2058662 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 dispension (480 mg) and DMSO (100 ml) was maintained at 50° under nitrogen for 12h. 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°. (Found C, 62.2; H, 5.6; N, 2.7%. C17H18ClNO. C7H8SO3 requires: C, 62.65; H, 5.7; N, 3.0%).

後処理

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

出典と根拠

ORDレコード
ord-f4e8cf05104f4591b4e4b23d11f0f656
出典データセット
uspto-grants-1982_03
特許番号
US04318909

反応ノート

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