Sodium borohydride → HCID 44610348, 화합물

HRID 1432515노트

반응식

HRID 1432515 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]1[CH3:18].[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH:11]1[N:12]([CH3:18])[CH2:13][CH2:14][C:15]([CH3:17])=[CH:16]1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 44610346HCID 44610346, 화합물

생성물 1

HCID 44610348HCID 44610348, 화합물수율 73%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of 2-(2,4-dimethoxyphenyl)-1,4-dimethyl-1,2-dihydropyridine (4) (0.48 g, 2.06 mmol) in methanol (5 ml) at room temperature was added sodium borohydride (98 mg, 2.51 mmol), gas evolution commenced immediately, the resulting mixture was stirred for 3 hours. At this time the solvent was evaporated and the residue suspended in water (5 ml) and extracted with ethyl acetate (2×10 ml). The organic extract was then extracted with 2M hydrochloric acid (2×15 ml). The aqueous layer was basified with 2M sodium hydroxide and extracted with ethyl acetate (2×20 ml), the organic extract was dried over anhydrous magnesium sulphate, filtered and evaporated to yield 6-(2,4-dimethoxyphenyl)-1,4-dimethyl-1,2,3,6-tetrahydropyridine (6) (350 mg, 73%) as a yellow oil, 1H NMR CDCl3 δ?1.55 (s, 3H), 1.9 (m, 1H), 2.2 (s, 3H), 2.5 (m, 2H), 2.95 (m, 1H), 3.8 (s, 6H), 4.1 (m, 1H), 5.2 (m, 1H), 6.5 (m, 2H), 7.3 (d, 1H J=4).

후처리

  1. customAt this time the solvent was evaporated
  2. extractionextracted with ethyl acetate (2×10 ml)
  3. extractionThe organic extract
  4. extractionwas then extracted with 2M hydrochloric acid (2×15 ml)
  5. extractionextracted with ethyl acetate (2×20 ml)
  6. extractionthe organic extract
  7. dry with materialwas dried over anhydrous magnesium sulphate
  8. filtrationfiltered
  9. customevaporated

출처 및 근거

ORD 기록
ord-4c172235d32247c69787c42062d864d3
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612101B2

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