Piperidine → 6-Methoxy-4-piperidino-2,3-dihydrobenzopyran

HRID 979471ノート

反応式

HRID 979471 の反応式
CS(Cl)(=O)=O.[CH3:6][O:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][CH2:14][CH:13](O)[C:12]=2[CH:18]=1.[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl.C(N(CC)CC)C>[CH3:6][O:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][CH2:14][CH:13]([N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[C:12]=2[CH:18]=1

参加物

7

反応物 4

HCID 8082PiperidineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 137128456-Methoxy-3,4-dihydro-2H-1-benzopyran-4-ol

生成物 1

HCID 137128466-Methoxy-4-piperidino-2,3-dihydrobenzopyran

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

実験手順

Methane sulfonyl chloride (14.9 ml) is added dropwise to a stirred solution of the product obtained in Step 1. (31.6 g) and triethylamine (29.3 ml) in methylene chloride (750 ml) cooled to 0° C. under nitrogen. The reaction mixture is stirred at RT for 21/2 hours and cooled to 0° C. Piperidine (175 ml) is added to the cooled reaction mixture and the solution stirred at RT overnight. Sat'd aq. sodium bicarbonate is added to the solution and the mixture is stirred for 30 minutes. The organic layer is separated, washed with sat'd NaCl and dried. The solution is filtered and the filtrate evaporated in vacuo yielding the desired product as its hydrochloride salt.

後処理

  1. temperaturecooled to 0° C
  2. stirringthe solution stirred at RT overnight
  3. stirringthe mixture is stirred for 30 minutes
  4. customThe organic layer is separated
  5. washwashed with sat'd NaCl
  6. customdried
  7. filtrationThe solution is filtered
  8. customthe filtrate evaporated in vacuo

出典と根拠

ORDレコード
ord-18c29c984cb44142a715370cc49f3114
出典データセット
uspto-grants-1987_05
特許番号
US04668673

反応ノート

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