Acetic Acid → HCID 86683163、化合物

HRID 920946ノート

反応式

HRID 920946 の反応式
[Cl:1][C:2]1[C:3]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:4]([C:8](OCC)=[O:9])[CH:5]=[N:6][CH:7]=1.[H-].C([Al+]CC(C)C)C(C)C.C(O)(=O)C.CC(=O)OCC>C1(C)C=CC=CC=1.CCCCCC>[Cl:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([CH:8]=[O:9])[C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 8857Ethyl AcetateHCID 21225700DiisobutylaluminumhydrideHCID 866831643,4-Pyridinedicarboxylic acid, 5-chloro-, 3,4-diethyl ester

生成物 1

HCID 86683163HCID 86683163、化合物収率 100.3%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8058Hexane溶媒

実験手順

To a solution of diethyl 5-chloropyridine-3,4-dicarboxylate (2.43 g, 9.43 mmol) in 100 mL of toluene was added diisobutylaluminiumhydride (2.68 g, 18.86 mL, 1 molar) in hexane at −70° C. The reaction mixture was stirred for 2 h at this temperature. The reaction mixture was poured into an 5% aqueous acetic acid solution followed by the addition of EA. The phases were separated and the organic phase was washed with aq. NaHCO3 solution. The organic phase was dried and concentrated to give 2.02 g (100%) of the title compound as brown oil.

後処理

  1. customThe phases were separated
  2. washthe organic phase was washed with aq. NaHCO3 solution
  3. customThe organic phase was dried
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-9b8b3a86d3dd4f55a8c32bf62028e73a
出典データセット
uspto-grants-2016_03
特許番号
US09273068B2

反応ノート

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