Hydrochloric Acid → benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate

HRID 15734

反応式

HRID 15734 の反応式
[O:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)C.[C:9](Cl)([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10].[CH2:20]([Mg]Br)[CH3:21].Cl>C1(C)C=CC=CC=1>[CH2:20]([CH:7]1[CH2:8][C:3](=[O:1])[CH:4]=[CH:5][N:6]1[C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10])[CH3:21]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 10387Benzyl chloroformateHCID 692784-MethoxypyridineHCID 178418443HCID 178418443、化合物

生成物 1

HCID 53419195benzyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate収率 89.9%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

To a solution of 4-methoxylpyridine 81 (4.41 g, 40.5 mmol) in toluene (200 mL) at −20° C. was added CbzCl (5.7 ml, 40.5 mmol) in toluene (200 mL) dropwise. After 15 min, ethylmagnesium bromide (23 mL, 2M in THF, 46 mmol) was added dropwise. After 1 hr, 10% aqueous HCl (100 mL) was added and the mixture stirred overnight. The mixture was separated and the organic layer was washed with sat. NaHCO3 and brine. It was dried and concentrated to afford 82 (9 g, 36.4 mmol, 89.9%) that was used directly in the next reaction.

後処理

  1. waitAfter 1 hr
  2. customThe mixture was separated
  3. washthe organic layer was washed with sat. NaHCO3 and brine
  4. customIt was dried
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-5516529a5feb4309858df49e05ee3ecc
出典データセット
uspto-grants-2010_06
特許番号
US07732609B2

関連ノート

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