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Hydrochloric Acid → 4-(2,3-Dichloro-4-butyrylphenoxy)butyric acid

HRID 569258
ノート
印刷プレビュー

反応式

HRID 569258 の反応式
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([C:9](=[O:13])[CH2:10][CH2:11][CH3:12])[CH:5]=[CH:4][C:3]=1[OH:14].C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][CH2:23][CH2:24][C:25]([O:27]CC)=[O:26].[OH-].[Na+].Cl>CN(C)C=O.O>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([C:9](=[O:13])[CH2:10][CH2:11][CH3:12])[CH:5]=[CH:4][C:3]=1[O:14][CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 76300Ethyl 4-bromobutyrateHCID 140998561-(2,3-Dichloro-4-hydroxyphenyl)butan-1-one

生成物 1

HCID 140998584-(2,3-Dichloro-4-butyrylphenoxy)butyric acid収率 82.1%

試薬・触媒・溶媒

2
HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

A mixture of 2,3-dichloro-4-butyrylphenol (69.9 g, 0.30 mole), potassium carbonate (75 g, 0.54 mole) and ethyl 4-bromobutyrate (87.8 g, 0.45 mole) in N,N-dimethylformamide (900 ml of sieve-dried material) were stirred and heated at 55°-60° C. for 16.5 hours. The mixture was then treated with 10 normal sodium hydroxide solution (120 ml) and water (600 ml) and stirring and heating at 100° C. maintained for 2 hours. The solution was cooled and poured into ice water (4 liters) containing concentrated hydrochloric acid (250 ml). The solid that separated was removed by filtration, washed with water and dried. The product (88 g) was recrystallized from butyl chloride (500 ml) to give 78.6 g of 4-(2,3-dichloro-4-butyrylphenoxy)butyric acid, m.p. 111°-113° C.

後処理

  1. temperatureheated at 55°-60° C. for 16.5 hours
  2. stirringstirring
  3. temperaturemaintained for 2 hours
  4. temperatureThe solution was cooled
  5. customThe solid that separated
  6. customwas removed by filtration
  7. washwashed with water
  8. customdried
  9. customThe product (88 g) was recrystallized from butyl chloride (500 ml)

出典と根拠

ORDレコード
ord-f8616e089a4a46f19d1baeaae8410855
出典データセット
uspto-grants-1988_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04731473

反応ノート

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