Lithium Hydroxide → 2,2-Bis-(2-phenylsulfanyl-ethyl)-malonic acid

HRID 1830124ノート

反応式

HRID 1830124 の反応式
C([O:3][C:4](=[O:29])[C:5]([CH2:20][CH2:21][S:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([CH2:11][CH2:12][S:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:6]([O:8]CC)=[O:7])C.[OH-].[Li+]>C(O)C.O>[C:23]1([S:22][CH2:21][CH2:20][C:5]([CH2:11][CH2:12][S:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)([C:4]([OH:29])=[O:3])[C:6]([OH:8])=[O:7])[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 694375232,2-Bis-(2-phenylsulfanyl-ethyl)-malonic acid diethyl ester

生成物 1

HCID 220539352,2-Bis-(2-phenylsulfanyl-ethyl)-malonic acid収率 115.2%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

反応条件

温度
49 °C

実験手順

A solution of 2,2-bis-(2-phenylsulfanyl-ethyl)-malonic acid diethyl ester (5.614 g) in ethanol (100 mL) was treated with lithium hydroxide (2.84 g) in water (10 mL). The reaction mixture was heated at 49° C. for 17 hours followed by 85° C. for 2 hours. The solvents were evaporated at reduced pressure to give a residue that was treated with water (100 mL) and washed with ether. The aqueous layer was cooled on ice, acidified and the product extracted with ethyl acetate. The extracts were dried over magnesium sulfate. The solvent was removed by rotary evaporation at reduced pressure to give acid 2,2-bis-(2-phenylsulfanyl-ethyl)-malonic acid (5.628 g).

後処理

  1. customThe solvents were evaporated at reduced pressure
  2. customto give a residue that
  3. washwashed with ether
  4. temperatureThe aqueous layer was cooled on ice
  5. extractionthe product extracted with ethyl acetate
  6. dry with materialThe extracts were dried over magnesium sulfate
  7. customThe solvent was removed by rotary evaporation at reduced pressure

出典と根拠

ORDレコード
ord-b0fded355c5b4af68af6197c8aea378b
出典データセット
uspto-grants-2006_06
特許番号
US07064123B1

反応ノート

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