홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Sodium Iodide → (+/-)-Methyl(cis)-1-(4-isopropylbenzyl)-2-[4-(trifluoromethyl)phenyl]piperidine-4-carboxylate

HRID 1869743
노트
인쇄 미리보기

반응식

HRID 1869743 반응식
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:8]=[CH:7][C:6]([C@H:9]2[CH2:14][C@@H:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:12][CH2:11][NH:10]2)=[CH:5][CH:4]=1.[CH:21]([C:24]1[CH:31]=[CH:30][C:27]([CH2:28]Br)=[CH:26][CH:25]=1)([CH3:23])[CH3:22].[Na+].[I-].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CCOC(C)=O.O>[CH:21]([C:24]1[CH:31]=[CH:30][C:27]([CH2:28][N:10]2[CH2:11][CH2:12][C@H:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:14][C@@H:9]2[C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:19])([F:1])[F:20])=[CH:8][CH:7]=2)=[CH:26][CH:25]=1)([CH3:23])[CH3:22]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 477191-(Bromomethyl)-4-(propan-2-yl)benzeneHCID 86617995Methyl(cis)-2-[4-(trifluoromethyl)phenyl]piperidine-4-carboxylate

생성물 1

HCID 86617994(+/-)-Methyl(cis)-1-(4-isopropylbenzyl)-2-[4-(trifluoromethyl)phenyl]piperidine-4-carboxylate수율 81%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
150 °C

실험 절차

Methyl(cis)-2-[4-(trifluoromethyl)phenyl]piperidine-4-carboxylate (0.22 g), 4-isopropylbenzyl bromide (240 mg), NaI (15 mg), K2CO3 (287 mg) in DMF (2 ml) were placed in a microwave tube and the contents were heated in the microwave oven for 20 min at 150° C. The cooled mixture was dispersed between H2O and EtOAc and the organic extracts were washed with brine, dried (MgSO4) and evaporated. The crude oil was purified by chromatography on silica using 5-8% EtOAc in hexane to yield a colourless oil (260 mg, 81%) which crystallized on standing. 1H NMR (400 MHz, CDCl3) δ: 1.23 (6H, d, J 6.9), 1.71-1.81 (2H, m), 1.92 (1H, d, J 12.9), 1.97-2.04 (2H, m), 2.44-2.50 (1H, m), 2.82-2.90 (2H, m), 3.08-3.10 (1H, m), 3.25 (1H, dd, J 2.8, 11.3), 3.66 (4H, t, J 9.1), 7.14 (4H, q, J 6.3), 7.58 (4H, s); M/Z (ES+) 420 (MH+).

후처리

  1. washthe organic extracts were washed with brine
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. customThe crude oil was purified by chromatography on silica using 5-8% EtOAc in hexane

출처 및 근거

ORD 기록
ord-152469e75d9748a68f194f2fe7ef0b05
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07638629B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트