Hydrochloric Acid → Allyl cis-4-(4-hydroxy-3-methoxycinnamoyloxy)-1-methyl-1-cyclohexanecarboxylate

HRID 2225478노트

반응식

HRID 2225478 반응식
C(=O)([O-])[O-].[K+].[K+].C([O:10][C:11]1[CH:34]=[CH:33][C:14](/[CH:15]=[CH:16]\[C:17]([O:19][CH:20]2[CH2:25][CH2:24][C:23]([CH3:32])([C:26]([O:28][CH2:29][CH:30]=[CH2:31])=[O:27])[CH2:22][CH2:21]2)=[O:18])=[CH:13][C:12]=1[O:35][CH3:36])(=O)C.Cl>CO>[OH:10][C:11]1[CH:34]=[CH:33][C:14](/[CH:15]=[CH:16]\[C:17]([O:19][CH:20]2[CH2:25][CH2:24][C:23]([CH3:32])([C:26]([O:28][CH2:29][CH:30]=[CH2:31])=[O:27])[CH2:22][CH2:21]2)=[O:18])=[CH:13][C:12]=1[O:35][CH3:36]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 67757065Allyl cis-4-(4-acetoxy-3-methoxycinnamoyloxy)-1-methyl-1-cyclohexanecarboxylate

생성물 1

HCID 67757825Allyl cis-4-(4-hydroxy-3-methoxycinnamoyloxy)-1-methyl-1-cyclohexanecarboxylate수율 43.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

5 g of potassium carbonate was added to a solution of 1.6 g of allyl cis-4-(4-acetoxy-3-methoxycinnamoyloxy )-1-methyl-1-cyclohexanecarboxylate (Example 9) in 80 ml of methanol. The resultant solution was stirred for 2 hours at room temperature. After reaction, 2N hydrochloric acid was added to the reaction solution, acidifying the solution. The solution was extracted three times with 50 ml of ethyl acetate. The organic layer obtained was washed once with an aqueous sodium hydrogencarbonate solution and once with an aqueous sodium chloride solution, and was then dried over magnesium sulfate. The solvent was removed in vacuo, yielding 0.62 g of allyl cis-4--(4-hydroxy-3-methoxycinnamoyloxy)-1-methyl-1cyclohexanecarboxylate (a compound of the present invention) as white crystal, which had the following physiochemical properties:

후처리

  1. additionwas added to the reaction solution
  2. extractionThe solution was extracted three times with 50 ml of ethyl acetate
  3. customThe organic layer obtained
  4. washwas washed once with an aqueous sodium hydrogencarbonate solution and once with an aqueous sodium chloride solution
  5. dry with materialwas then dried over magnesium sulfate
  6. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-75832af586114a79a8dc3ad43b589434
출처 데이터셋
uspto-grants-1994_09
특허 번호
US05344845

반응 노트

불러오는 중…