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

HRID 15734

반응식

HRID 15734 반응식
[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]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 10387Benzyl chloroformateHCID 692784-MethoxypyridineHCID 178418443HCID 178418443, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5516529a5feb4309858df49e05ee3ecc
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732609B2

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