Sodium Hydroxide → HCID 21186666、化合物

HRID 1384277ノート

反応式

HRID 1384277 の反応式
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

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 21186673HCID 21186673、化合物

生成物 1

HCID 21186666HCID 21186666、化合物収率 79.8%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-fdc0d58e647f450fbb1a4f76666256c3
出典データセット
uspto-grants-2001_07
特許番号
US06258829B1

反応ノート

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