Sulfuric Acid → Methyl 4-methoxycyclohexane-1-carboxylate

HRID 56894

反応式

HRID 56894 の反応式
S(=O)(=O)(O)O.[CH3:6][O:7][CH:8]1[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]1.[C:17](=O)(O)[O-].[Na+]>CO>[CH3:6][O:7][CH:8]1[CH2:13][CH2:12][CH:11]([C:14]([O:16][CH3:17])=[O:15])[CH2:10][CH2:9]1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 736153Rac-(1r,4r)-4-methoxycyclohexane-1-carboxylic acid

生成物 1

HCID 53849879Methyl 4-methoxycyclohexane-1-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1.8 ml of concentrated sulphuric acid were added to a solution of 4.00 g (25.3 mmol) of 4-methoxycyclohexanecarboxylic acid in 32 ml of methanol, and the resulting reaction solution was heated under reflux overnight. The mixture was cooled to room temperature and the pH was adjusted to 7-8 using saturated aqueous sodium bicarbonate solution. The mixture was then extracted three times with 70 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate and filtered, and the solvent was removed under reduced pressure. The crude product corresponded to the title compound. Yield: 4.30 g (99% of theory)

後処理

  1. customthe resulting reaction solution
  2. temperaturewas heated
  3. temperatureunder reflux overnight
  4. extractionThe mixture was then extracted three times with 70 ml of ethyl acetate
  5. dry with materialThe combined organic phases were dried over sodium sulphate
  6. filtrationfiltered
  7. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-10af66dab0b346579972b559ef70da67
出典データセット
uspto-grants-2016_09
特許番号
US09434690B2

関連ノート

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