Potassium Hydroxide → Ethyl hydrogen 2-[5-(2-methoxyethoxy)methoxypentyl]malonate

HRID 329523ノート

反応式

HRID 329523 の反応式
[OH-].[K+].[CH3:3][O:4][CH2:5][CH2:6][O:7][CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]([C:21]([O:23]CC)=[O:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17]>C(O)C>[CH3:3][O:4][CH2:5][CH2:6][O:7][CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]([C:21]([OH:23])=[O:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17]

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 15097258HCID 15097258、化合物

生成物 1

HCID 15097259Ethyl hydrogen 2-[5-(2-methoxyethoxy)methoxypentyl]malonate収率 81%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1.5 ml of an aqueous solution containing 0.203 g of potassium hydroxide was added, whilst ice-cooling, to a solution of 1.029 g of diethyl 2-[5-(2-methoxyethoxy)methoxypentyl]malonate (prepared as described in Preparation 61) dissolved in 1.5 ml of ethanol. The reaction mixture was stirred at room temperature for 5 hours, after which it was washed with diethyl ether. The aqueous layer was adjusted to a pH value of 2 by adding 10% w/v aqueous hydrochloric acid, and it was then extracted four times with methylene chloride. The combined extracts were dried over anhydrous magnesium sulfate and concentrated by evaporation under reduced pressure. The oily residue (0.94 g) was subjected to column chromatography through 20 g of silica gel, and 0.764 g of the title compound was obtained, as a colorless oil, from those fractions eluted with mixtures of hexane and ethyl acetate ranging from 2:1 to 1:1 by volume.

後処理

  1. additionwas added, whilst ice-
  2. washafter which it was washed with diethyl ether
  3. additionby adding 10%
  4. extractionwas then extracted four times with methylene chloride
  5. dry with materialThe combined extracts were dried over anhydrous magnesium sulfate
  6. concentrationconcentrated by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-698e705ddb3947a5aecfc37f17e8c851
出典データセット
uspto-grants-1990_01
特許番号
US04891363

反応ノート

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