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HRID 2629생성일: 2026년 10월 23일

Batyl Alcohol → 1-(Octadecyloxy)-3-(triphenylmethoxy)propan-2-ol

https://huagongshe.com/ko/reaction/2629

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참여 물질

역할이름HCID투입량
반응물Batyl AlcoholHCID 3681—
반응물Trityl chlorideHCID 6456—
반응물TriethylamineHCID 8471—
용매DichloromethaneHCID 6344—
생성물1-(Octadecyloxy)-3-(triphenylmethoxy)propan-2-olHCID 1289684893.7%

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온도70 °C

반응 단계

51.69 Grams (150 mmol) of batylalcohol and 62.73 g (225 mmol) freshly recrystallized tritylchloride are dissolved at 35° C. in 350 ml methylene chloride. (Note: It is recommended that the tritylchloride be freshly recrystallized from halpasol, trademark for a petroleum ether fraction, b.p. 100°-120° C.). During 15 minutes, 22.77 g (225 mmol; 31.38 ml) triethylamine is added dropwise to the stirred solution at 30°-35° C. (cooling with a water bath). The reaction is continued for six hours at ambient temperature. (Note: It is recommended that a control TLC be done to make sure that the reaction is complete). The solution is then washed with 300 ml of a NaHCO3 solution (1%), dried over anhydrous sodium sulfate, filtered and evaporated under vacuum. The oily residue (155 g) is dissolved in 660 ml acetonitrile by warming up to 70° C. with stirring. After cooling to room temperature the title product crystallizes (preferentially after adding a few seed crystals). Crystallization is completed by standing overnight at ambient temperature. The crystallizate is filtered off to yield 82.5 g (93.7%) of crude product (m.p. 53°-55° C.) which can be used for the following step without purification. Recrystallization from halpasol (310 ml) yields 71 g (80%) of pure tritylbatylalcohol. B. In a similar way, introduction of the 3-O-trityl function is accomplished for each 1-O-R-glycerol of Example 2-B.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05730157
출처 데이터셋uspto-grants-1998_03
ORD IDord-0332df00e2284765af8a85ebe5acb072
출처 메모uspto-grants-1998_03