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

HRID 2225478ノート

反応式

HRID 2225478 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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:

後処理

  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

出典と根拠

ORDレコード
ord-75832af586114a79a8dc3ad43b589434
出典データセット
uspto-grants-1994_09
特許番号
US05344845

反応ノート

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