Water → 2-[2-(Cyclopropylmethyloxy)phenoxy]ethyl methanesulfonate

HRID 1648389노트

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HRID 1648389 반응식
[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[O:12][CH2:13][CH2:14][OH:15])[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25].O>C(Cl)Cl>[CH3:23][S:24]([O:15][CH2:14][CH2:13][O:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[O:5][CH2:4][CH:1]1[CH2:2][CH2:3]1)(=[O:26])=[O:25]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 199199282-[2-(Cyclopropylmethoxy)phenoxy]ethan-1-OL

생성물 1

HCID 152896252-[2-(Cyclopropylmethyloxy)phenoxy]ethyl methanesulfonate수율 99.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

2-Cyclopropylmethyloxy-1-(2-hydroxyethyloxy)benzene (2.7 g, 13.0 mmol), prepared as in Example 1, Step (a), and triethylamine (2.7 mL, 19.5 mmol) were dissolved in methylene chloride (20 mL) and the solution was cooled in an ice bath. Methanesulfonyl chloride (1.2 mL, 15.5 mmol) in methylene chloride (10 mL) was added dropwise to the solution and the mixture was stirred at 0° C. for 30 minutes. Water was added and the mixture was stirred vigorously at room temperature for 15 minutes. The mixture was extracted into methylene chloride. The organic phase was separated, washed with 2N hydrochloric acid and then brine, and dried over magnesium sulfate. Evaporation gave 2-[2-(cyclopropylmethyloxy)phenoxy]ethyl methanesulfonate (3.7 g, 12.9 mmol) as a white solid, m.p. 90°-91° C.

후처리

  1. temperaturethe solution was cooled in an ice bath
  2. stirringthe mixture was stirred vigorously at room temperature for 15 minutes
  3. extractionThe mixture was extracted into methylene chloride
  4. customThe organic phase was separated
  5. washwashed with 2N hydrochloric acid
  6. dry with materialbrine, and dried over magnesium sulfate
  7. customEvaporation

출처 및 근거

ORD 기록
ord-41b83493471243339b47beefd2585755
출처 데이터셋
uspto-grants-1995_07
특허 번호
US05436264

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