Sodium Hydroxide → HCID 21186666, 화합물

HRID 1384277노트

반응식

HRID 1384277 반응식
O[CH:2]1[C:8]2=[N:9][C:10]([CH3:18])=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:12]=[C:7]2[CH2:6][CH2:5][CH2:4][CH2:3]1.S(Cl)([Cl:21])=O.[OH-].[Na+]>C(Cl)(Cl)Cl>[Cl:21][CH:2]1[C:8]2=[N:9][C:10]([CH3:18])=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:12]=[C:7]2[CH2:6][CH2:5][CH2:4][CH2:3]1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 21186673HCID 21186673, 화합물

생성물 1

HCID 21186666HCID 21186666, 화합물수율 79.8%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Ethyl 9-hydroxy-2-methyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate (3.92 g, 15.7mmol) was dissolved in chloroform (12.0 ml) to which was subsequently added dropwise thionyl chloride (4.4 ml) at −11° C. This was stirred at room temperature for 21 hours, and the reaction solution was poured into ice water, adjusted to pH 8 with 2 N sodium hydroxide aqueous solution and then extracted with chloroform. The thus obtained organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (ether:hexane=1:2) to obtain the title compound (3.35 g, 79.8%) as pale yellow oil.

후처리

  1. extractionextracted with chloroform
  2. washThe thus obtained organic layer was washed with water and saturated brine in that order
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe resulting residue was purified by a silica gel column chromatography (ether:hexane=1:2)

출처 및 근거

ORD 기록
ord-fdc0d58e647f450fbb1a4f76666256c3
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06258829B1

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