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Sodium Chloride → Allyl 4-(4-hydroxy3-methoxycinnamoyl)-1-methyl-1-cyclohexanecarboxylate

HRID 2225496
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HRID 2225496 반응식
Cl.CO.[CH3:4][O:5][C:6]1[CH:7]=[C:8]([CH:26]=[CH:27][C:28]=1[O:29]C1CCCCO1)[CH:9]=[CH:10][C:11]([CH:13]1[CH2:18][CH2:17][C:16]([CH3:25])([C:19]([O:21][CH2:22][CH:23]=[CH2:24])=[O:20])[CH2:15][CH2:14]1)=[O:12].[Cl-].[Na+]>CO>[OH:29][C:28]1[CH:27]=[CH:26][C:8]([CH:9]=[CH:10][C:11]([CH:13]2[CH2:14][CH2:15][C:16]([CH3:25])([C:19]([O:21][CH2:22][CH:23]=[CH2:24])=[O:20])[CH2:17][CH2:18]2)=[O:12])=[CH:7][C:6]=1[O:5][CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 5234Sodium ChlorideHCID 21893726Hydrochloride methanolHCID 67758353Allyl 4-[3-methoxy-4-(2-tetrahydropyranyloxy)cinnamoyl]-1-methyl-1-cyclohexanecarboxylate

생성물 1

HCID 54322730Allyl 4-(4-hydroxy3-methoxycinnamoyl)-1-methyl-1-cyclohexanecarboxylate수율 95.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

10 ml of 2N hydrochloric acid - methanol was added to a solution of 1.1 g of allyl 4-[3-methoxy-4-(2-tetrahydropyranyloxy)cinnamoyl]-1-methyl-1-cyclohexanecarboxylate (Example 38) in 30 ml of methanol. The solution was stirred for 0.5 hours at room temperature. After reaction, 100 ml of an aqueous sodium chloride solution was added to the reaction solution. The solution was extracted three times with 50 ml of ethyl acetate. The organic layer obtained was washed twice with an aqueous sodium chloride solution and dried over magnesium sulfate. Thereafter, the solvent was removed in vacuo, yielding 0.85 g of allyl 4-(4-hydroxy3-methoxycinnamoyl)-1-methyl-1-cyclohexanecarboxylate (a compound of the present invention) as a pale yellow oil, 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 twice with an aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. customThereafter, the solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-922eba9c5f6f4ce2bbf7b5b3bc215f62
출처 데이터셋
uspto-grants-1994_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05344845

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