Benzyl Alcohol → HCID 21054729, 화합물

HRID 970373노트

반응식

HRID 970373 반응식
C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[C:18]([O:22][C:23]([N:25]1[CH2:30][CH2:29][C:28]([C:34]([F:37])([F:36])[F:35])(C(O)=O)[CH2:27][CH2:26]1)=[O:24])([CH3:21])([CH3:20])[CH3:19].CCN(CC)CC.[CH2:45]([OH:52])[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1.[N-:53]=[C:54]=[O:55]>C1(C)C=CC=CC=1>[CH2:45]([O:52][C:54]([NH:53][C:28]1([C:34]([F:35])([F:36])[F:37])[CH2:27][CH2:26][N:25]([C:23]([O:22][C:18]([CH3:19])([CH3:20])[CH3:21])=[O:24])[CH2:30][CH2:29]1)=[O:55])[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1

참가 물질

7

반응물 5

HCID 244Benzyl AlcoholHCID 8471TriethylamineHCID 105034IsocyanateHCID 199401P,P-Diphenylphosphinic azideHCID 179831391-(tert-Butoxycarbonyl)-4-(trifluoromethyl)piperidine-4-carboxylic acid

생성물 1

HCID 21054729HCID 21054729, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

Diphenylphosphoryl azide (1.1 equiv.) is added to a solution of 1-(tert-butoxycarbonyl)-4-(trifluoromethyl)piperidine-4-carboxylic acid (3c) (1 equiv.) and Et3N (1 equiv.) in dry toluene at room temperature, and the reaction is warmed gradually to 80° C. The reaction is kept at 80° C. until gas evolution stops, then dry benzyl alcohol (2 equiv.) is added. The reaction is stirred at 80° C. until the isocyanate is consumed, then the solvents are removed in vacuo. The residue is taken up in CH2Cl2 and the solution is washed sequentially with dilute HCl, dilute NaOH, and H2O. The solution is dried (MgSO4) and concentrated in vacuo, and the residue is purified by flash chromatography on silica gel to afford the title compound.

후처리

  1. customis kept at 80° C. until gas evolution
  2. customis consumed
  3. customthe solvents are removed in vacuo
  4. washthe solution is washed sequentially with dilute HCl, dilute NaOH, and H2O
  5. dry with materialThe solution is dried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. customthe residue is purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-a4e448ee4cc9426aa230e512d5b0561e
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07312212B2

반응 노트

불러오는 중…