Benzyl Chloride → HCID 11220894, 화합물

HRID 2298437노트

반응식

HRID 2298437 반응식
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

참가 물질

5

반응물 3

HCID 7503Benzyl ChlorideHCID 10340Sodium CarbonateHCID 11287643HCID 11287643, 화합물

생성물 1

HCID 11220894HCID 11220894, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
62.5 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-22b38f63754a43a88c68701a89ad13cf
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06492522B1

반응 노트

불러오는 중…