Dimethylamine → HCID 19599983、化合物

HRID 611211ノート

反応式

HRID 611211 の反応式
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][S:12]([N:15]2[CH2:20][CH2:19][C:18]3[O:21][CH:22]=[CH:23][C:17]=3[CH2:16]2)(=[O:14])=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:24][NH:25][CH3:26].[CH2:27]=O>C(O)(=O)C>[CH3:24][N:25]([CH2:27][C:22]1[O:21][C:18]2[CH2:19][CH2:20][N:15]([S:12]([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)(=[O:14])=[O:13])[CH2:16][C:17]=2[CH:23]=1)[CH3:26]

参加物

5

反応物 3

HCID 674DimethylamineHCID 712FormaldehydeHCID 19600103HCID 19600103、化合物

生成物 1

HCID 19599983HCID 19599983、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

To a solution of 0.329 g (0.967 mmol) of 5-(5-phenylpentylsulfonyl)-4,5,6,7-tetrahydrofuro[3,2-c]pyridine in 20 ml of acetic acid, 0.11 g (1.2 mmol) of 50% aqueous dimethylamine and 96 mg (1.2 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 1 hour. After the solvent was distilled off under reduced pressure, the residual solution was alkalified with aqueous sodium hydroxide and extracted with dichloromethane 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=4/1) to yield the desired product.

後処理

  1. distillationAfter the solvent was distilled off under reduced pressure
  2. extractionextracted with dichloromethane 3 times
  3. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe resulting crude product was purified by silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=4/1)

出典と根拠

ORDレコード
ord-3349757f913a40daae8bcca9e6aec12f
出典データセット
uspto-grants-1999_12
特許番号
US05998433

反応ノート

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