Ethylene Glycol → 1-(4-Bromophenyl)cyclopropane-1-carboxylic acid

HRID 24202ノート

反応式

HRID 24202 の反応式
[OH-:1].[K+].C(O)C[OH:5].[Br:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2([C:17]#N)[CH2:16][CH2:15]2)=[CH:10][CH:9]=1.Cl>O>[Br:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2([C:17]([OH:5])=[O:1])[CH2:16][CH2:15]2)=[CH:10][CH:9]=1

参加物

6

反応物 4

HCID 174Ethylene GlycolHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 27952731-(4-Bromophenyl)Cyclopropanecarbonitrile2 回

生成物 1

HCID 162279661-(4-Bromophenyl)cyclopropane-1-carboxylic acid収率 97%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
137.5 °C

実験手順

To a solution of KOH (6.06 g, 0.11 mol) in 10 mL of H2O was added 40 mL of ethylene glycol and 1-(4-bromophenyl)-cyclopropanecarbonitrile (Intermediate 113, 10.0 g, 0.45 mol). This solution was heated to 135-140° C. for 4 h, cooled to room temperature, and then poured into a mixture of 100 mL ice and 10% aqueous HCl. The resulting mixture was allowed to stand overnight at 5° C., the solid was collected by filtration and washed with H2O. The colorless solid was dried under reduced pressure to give 10.6 g (97%) of the title compound.

後処理

  1. temperaturecooled to room temperature
  2. filtrationthe solid was collected by filtration
  3. washwashed with H2O
  4. customThe colorless solid was dried under reduced pressure

出典と根拠

ORDレコード
ord-671d70f89e644ae9b667f3582faa6ff9
出典データセット
uspto-grants-2005_02
特許番号
US06855512B2

反応ノート

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