Potassium Iodide → methyl 5-(diphenylmethyl)-2H-tetrazole-2-nonanoate

HRID 1031942

반응식

HRID 1031942 반응식
[C:1]1([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8]2[NH:12][N:11]=[N:10][N:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([O:30][CH3:31])=[O:29].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>O.C(OCC)C.CN(C=O)C>[C:13]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]2[N:9]=[N:10][N:11]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([O:30][CH3:31])=[O:29])[N:12]=2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

8

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 554142Methyl 9-bromononanoateHCID 178420203HCID 178420203, 화합물

생성물 1

HCID 15068037methyl 5-(diphenylmethyl)-2H-tetrazole-2-nonanoate수율 76.1%

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 5-(diphenylmethyl)-1H-tetrazole (5 g, 21 mmol) obtained according to J. W. Cusic, U.S. Pat. No. 3,155,666, methyl 9-bromononanoate (5.84 g, 23 mmol), potassium carbonate (3.50 g, 25 mmol), potassium iodide (catalytic quantity) and DMF (75 mL) was stirred at 110° C. for 15 minutes. The mixture was cooled, diluted with water and extracted three times with diethyl ether. The combined extracts were washed three times with water, dried over sodium sulfate and concentrated in vacuo to give an oil. Chromatography on a column of silica gel using a mixture of hexanes and diethyl ether (1:1) as eluent gave methyl 5-(diphenylmethyl)-2H-tetrazole-2-nonanoate (6.50 g, 75%).

후처리

  1. customobtained
  2. temperatureThe mixture was cooled
  3. extractionextracted three times with diethyl ether
  4. washThe combined extracts were washed three times with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customto give an oil

출처 및 근거

ORD 기록
ord-791f02d69c1347a2a90aeaf0b496b199
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04956376

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