Silicon tetrachloride → 4'-Methyl-5-(5-methyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid methyl ester

HRID 77777

반응식

HRID 77777 반응식
Cl[Si](Cl)(Cl)Cl.[N-:6]=[N+:7]=[N-:8].[Na+].[CH3:10][O:11][C:12]([C:14]1[CH:15]=[C:16]([C:24]2[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=2)[CH:17]=[C:18]([NH:20][C:21](=O)[CH3:22])[CH:19]=1)=[O:13]>C(#N)C>[CH3:10][O:11][C:12]([C:14]1[CH:15]=[C:16]([C:24]2[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=2)[CH:17]=[C:18]([N:20]2[C:21]([CH3:22])=[N:8][N:7]=[N:6]2)[CH:19]=1)=[O:13]

참가 물질

5

반응물 3

HCID 24816Silicon tetrachlorideHCID 33557Sodium AzideHCID 578514405-Acetylamino-4'-methyl-biphenyl-3-carboxylic acid methyl ester

생성물 1

HCID 578509314'-Methyl-5-(5-methyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid methyl ester수율 85%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of tetrachlorosilane (10.07 mmol, 2 mL), NaN3 (30.21 mmol, 1.96 g) and 5-acetylamino-4′-methyl-biphenyl-3-carboxylic acid methyl ester (3.36 mmol, 950.9 mg) in 10 ml of dry acetonitrile was stirred at room temperature for 16 hours. The reaction mixture were poured into ice-cold aqueous Na2CO3 solution and extracted with ethyl acetate (100 mL). The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The resulting crude 4′-methyl-5-(5-methyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid methyl ester was used for next step directly (880 mg, 85% yield).

후처리

  1. additionThe reaction mixture were poured into ice-cold aqueous Na2CO3 solution
  2. extractionextracted with ethyl acetate (100 mL)
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-7595477645bf4d2e83e4f7df8e46eb6b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841336B2

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