(Diethylamino)sulfur trifluoride → HCID 20189398、化合物

HRID 1789029ノート

反応式

HRID 1789029 の反応式
O[CH2:2][C:3]1[NH:4][C:5]([CH3:28])=[C:6]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10].C(N(S(F)(F)[F:35])CC)C.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[F:35][CH2:2][C:3]1[NH:4][C:5]([CH3:28])=[C:6]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10]

参加物

5

反応物 3

HCID 123472(Diethylamino)sulfur trifluorideHCID 173874FR 7534HCID 516892Sodium Bicarbonate

生成物 1

HCID 20189398HCID 20189398、化合物収率 15.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Diethyl 1,4-dihydro-2-(hydroxymethyl)-6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (0.1 g, 0.25 mmoles) in dry methylene chloride (5 ml) was added to a stirred solution at -60° of diethylaminosulphur trifluoride (0.068 ml, 0.55 mmoles) in dry methylene chloride (10 ml) over 10 minutes. The reaction mixture was allowed to reach room temperature over 2.5 hours, poured into aqeuous sodium bicarbonate (15 ml) and the aqueous layer extracted with methylene chloride (2×). The organic extracts were washed with water, dried (MgSO4) and the solvent was evaporated. The residue was chromatographed on silica eluting with ethyl acetate/methylene chloride mixtures to give the title compound (0.015 g); identical with that prepared in Example 94.

後処理

  1. extractionthe aqueous layer extracted with methylene chloride (2×)
  2. washThe organic extracts were washed with water
  3. dry with materialdried (MgSO4)
  4. customthe solvent was evaporated
  5. customThe residue was chromatographed on silica eluting with ethyl acetate/methylene chloride

出典と根拠

ORDレコード
ord-22f4db88423c4398b127f4bc8242b287
出典データセット
uspto-grants-1987_08
特許番号
US04686217

反応ノート

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