Hydrochloric Acid → Allyl 4-mesyloxymethyl-1-methyl-1-cyclohexanecarboxylate

HRID 2225500노트

반응식

HRID 2225500 반응식
[S:1](Cl)([CH3:4])(=[O:3])=[O:2].[OH:6][CH2:7][CH:8]1[CH2:13][CH2:12][C:11]([CH3:20])([C:14]([O:16][CH2:17][CH:18]=[CH2:19])=[O:15])[CH2:10][CH2:9]1.Cl>N1C=CC=CC=1>[S:1]([O:6][CH2:7][CH:8]1[CH2:13][CH2:12][C:11]([CH3:20])([C:14]([O:16][CH2:17][CH:18]=[CH2:19])=[O:15])[CH2:10][CH2:9]1)([CH3:4])(=[O:3])=[O:2]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 19004756Allyl 4-hydroxymethyl-1-methyl-1-cyclohexanecarboxylate

생성물 1

HCID 19004719Allyl 4-mesyloxymethyl-1-methyl-1-cyclohexanecarboxylate

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

4.5 ml of mesyl chloride was added to a solution of 2.1 g of allyl 4-hydroxymethyl-1-methyl-1-cyclohexanecarboxylate (Example 44) in 50 ml of pyridine. The solution was reacted for 3 hours at room temperature. After reaction, 100 ml of 2N hydrochloric acid was added to the reaction solution. The solution was extracted three times with 30 ml of ethyl acetate. The organic layer obtained was washed once with an aqueous sodium hydrogencarbonate solution and twice with an aqueous sodium chloride solution, and was dried over magnesium sulfate. Thereafter, the solvent was removed in vacuo. The oily substance obtained was subjected to column chromatography using 20 g of silica gel. From the fraction eluted with hexane and ethyl acetate=2:1, the solvent was removed in vacuo, yielding 2 g of allyl 4-mesyloxymethyl-1-methyl-1-cyclohexanecarboxylate as a pale yellow oil, which had the following physiochemical properties:

후처리

  1. customThe solution was reacted for 3 hours at room temperature
  2. additionwas added to the reaction solution
  3. extractionThe solution was extracted three times with 30 ml of ethyl acetate
  4. customThe organic layer obtained
  5. washwas washed once with an aqueous sodium hydrogencarbonate solution and twice with an aqueous sodium chloride solution
  6. dry with materialwas dried over magnesium sulfate
  7. customThereafter, the solvent was removed in vacuo
  8. customThe oily substance obtained
  9. washFrom the fraction eluted with hexane and ethyl acetate=2:1
  10. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-6e2a9963de5a47b38fcc748e623fe06d
출처 데이터셋
uspto-grants-1994_09
특허 번호
US05344845

반응 노트

불러오는 중…