Benzyl Chloride → HCID 11220894、化合物

HRID 2298437ノート

反応式

HRID 2298437 の反応式
C(=O)([O-])[O-].[Na+].[Na+].[CH2:7](Cl)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[NH:15]1[CH2:20][CH2:19][CH:18]([CH2:21][CH:22]([C:27]([O:29][CH3:30])=[O:28])[C:23]([O:25][CH3:26])=[O:24])[CH2:17][CH2:16]1>C(O)(=O)C>[CH2:7]([N:15]1[CH2:16][CH2:17][CH:18]([CH2:21][CH:22]([C:27]([O:29][CH3:30])=[O:28])[C:23]([O:25][CH3:26])=[O:24])[CH2:19][CH2:20]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 10340Sodium CarbonateHCID 11287643HCID 11287643、化合物

生成物 1

HCID 11220894HCID 11220894、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
62.5 °C

実験手順

Sodium carbonate (1,550 g) and benzyl chloride (582.3 g) were added to the solution of the acetic acid salt of dimethyl (4-piperidylmethyl)malonate [XXIXa] from the previous step. The obtained slurry was stirred for 12 hours at 60-65° C. and evaporated under reduced pressure. Water was added to the residue and the mixture was extracted with dichloromethane. The organic layer was washed with water, dried over sodium sulfate, passed through short silica gel column and evaporated under reduced pressure. The residue was washed with hexane and dried under reduced pressure to give dimethyl (N-benzyl-4-piperidylmethyl)malonate [XXIIa]. 1H NMR (CDCl3) δ1.10-1.37 (m, 3H), 1.50-1.75 (m, 2H), 1.75-2.00 (m, 4H), 2.83 (br. d, 2H, J=12 Hz), 3.44 (s, 2H), 3.70 (s, 6H), 7.26 (m, 5H).

後処理

  1. customevaporated under reduced pressure
  2. additionWater was added to the residue
  3. extractionthe mixture was extracted with dichloromethane
  4. washThe organic layer was washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated under reduced pressure
  7. washThe residue was washed with hexane
  8. customdried under reduced pressure

出典と根拠

ORDレコード
ord-22b38f63754a43a88c68701a89ad13cf
出典データセット
uspto-grants-2002_12
特許番号
US06492522B1

反応ノート

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