Cyclooctanecarbaldehyde → HCID 10765199、化合物

HRID 370269

反応式

HRID 370269 の反応式
Cl.[NH:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9]([CH:11]2[C:24]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[O:18][C:17]3[C:12]2=[CH:13][CH:14]=[CH:15][CH:16]=3)=[O:10])[CH2:4][CH2:3]1.[CH:25]1([CH:33]=O)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)(O)[O-].[Na+]>O1CCCC1>[CH:25]1([CH2:33][N:2]2[CH2:3][CH2:4][CH:5]([NH:8][C:9]([CH:11]3[C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=4[O:18][C:19]4[C:24]3=[CH:23][CH:22]=[CH:21][CH:20]=4)=[O:10])[CH2:6][CH2:7]2)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1

参加物

6

反応物 4

HCID 81190CyclooctanecarbaldehydeHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 23283003N-(piperidin-4-yl)xanthene-9-carboxamide hydrochloride

生成物 1

HCID 10765199HCID 10765199、化合物収率 45.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1.16 g of N-(piperidin-4-yl)xanthene-9-carboxamide hydrochloride and 586 mg of cyclooctanecarbaldehyde were suspended in 60 ml of tetrahydrofuran at room temperature, and 1.60 g of sodium triacetoxyborohydride was added thereto, followed by stirring for 12 hours at the same temperature. Saturated aqueous sodium bicarbonate was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, followed by drying over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, the obtained residue was purified by silica gel column chromatography (developing solvent: chloroform--chloroform/methanol=50/1), and 660 mg of the title compound as a white solid was obtained.

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with saturated aqueous sodium chloride
  3. dry with materialby drying over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe obtained residue was purified by silica gel column chromatography (developing solvent: chloroform--chloroform/methanol=50/1)

出典と根拠

ORDレコード
ord-9d8f9799d59b4fccaab715570a02b422
出典データセット
uspto-grants-2000_10
特許番号
US06140338

関連ノート

読み込み中…