Imidazole → 1-Iodo-3-methyl-3-trimethylsilyloxy-1-octene

HRID 127073

반응식

HRID 127073 반응식
[OH:1][C:2]([CH3:11])([CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[CH:3]=[CH:4][I:5].N1C=CN=C1.[CH3:17][Si:18](Cl)([CH3:20])[CH3:19].CCCCCC>CN(C)C=O>[I:5][CH:4]=[CH:3][C:2]([CH3:11])([O:1][Si:18]([CH3:20])([CH3:19])[CH3:17])[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 6397ChlorotrimethylsilaneHCID 8058HexaneHCID 545226831-Iodo-3-methyloct-1-en-3-ol

생성물 1

HCID 543703161-Iodo-3-methyl-3-trimethylsilyloxy-1-octene수율 99%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

To a stirred solution of 11.7 g of 3-hydroxy-1-iodo-3-methyl-1-octene (Example 184) and 7.4 g of imidazole in 45 ml of dry dimethylformamide is added dropwise 5.98 g of trimethylsilylchloride at 0° C. under argon atmosphere. After stirring at 0° C. for an additional 15 minutes, the solution is stirred at ambient temperature for 18 hours. The reaction mixture is poured into 600 ml of hexane and the resulting solution washed with water, saturated sodium chloride solution, dried over anhydrous magnesium sulfate and taken to dryness to furnish 14.7 g of oil. Distillation affords 13.4 g of clear oil; bp 65° C. (0.05 mm); λ max 6.21, 8.00, 9.90, 10.51, 11.90, 13.2μ.

후처리

  1. stirringthe solution is stirred at ambient temperature for 18 hours
  2. washthe resulting solution washed with water, saturated sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate

출처 및 근거

ORD 기록
ord-78dd78bebd7d44e3b7dbb07bc7a70e2a
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254285

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