Hydrochloric Acid → 4-Hydroxymethyl-1-methyl-1-cyclohexanecarboxylic acid

HRID 2225499노트

반응식

HRID 2225499 반응식
[OH-].[Na+].[OH:3][CH2:4][CH:5]1[CH2:10][CH2:9][C:8]([CH3:15])([C:11]([O:13]C)=[O:12])[CH2:7][CH2:6]1.Cl>CO>[OH:3][CH2:4][CH:5]1[CH2:10][CH2:9][C:8]([CH3:15])([C:11]([OH:13])=[O:12])[CH2:7][CH2:6]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19004700Methyl 4-hydroxymethyl-1-methyl-1-cyclohexanecarboxylate

생성물 1

HCID 190047944-Hydroxymethyl-1-methyl-1-cyclohexanecarboxylic acid수율 60.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

50 ml of 3N aqueous sodium hydroxide solution was added to a solution of 4.5 g of methyl 4-hydroxymethyl-1-methyl-1-cyclohexanecarboxylate (Example 42) in 100 ml of methanol. The solution was reacted for 2 hours, while it was refluxed. After reaction, 2N hydrochloric acid was added to the reaction solution, acidifying the solution. The solution was extracted five times with 50 ml of ethyl acetate. The organic layer obtained was washed three times with an aqueous sodium chloride solution and dried over magnesium sulfate. Thereafter, the solvent was removed in vacuo. The oily substance obtained was subjected to column chromatography using 50 g of silica gel. From the fraction eluted with hexane and ethyl acetate=1:1, the solvent was removed in vacuo, yielding 2.5 g of 4-hydroxymethyl-1-methyl-1-cyclohexanecarboxylic acid as a pale yellow oily, which had the following physiochemical properties:

후처리

  1. customThe solution was reacted for 2 hours, while it
  2. temperaturewas refluxed
  3. additionwas added to the reaction solution
  4. extractionThe solution was extracted five times with 50 ml of ethyl acetate
  5. customThe organic layer obtained
  6. washwas washed three times with an aqueous sodium chloride solution
  7. dry with materialdried over magnesium sulfate
  8. customThereafter, the solvent was removed in vacuo
  9. customThe oily substance obtained
  10. washFrom the fraction eluted with hexane and ethyl acetate=1:1
  11. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-141228f0cbc343b0888c36b8da1cda70
출처 데이터셋
uspto-grants-1994_09
특허 번호
US05344845

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