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Hydrochloric Acid → 1-(4-isopropylphenyl)propan-1-one

HRID 1903319
ノート
印刷プレビュー

反応式

HRID 1903319 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:8])[CH2:6][CH3:7].[C:10]1([CH:16]([CH3:18])[CH3:17])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Cl>O.ClCCCl>[CH:16]([C:10]1[CH:15]=[CH:14][C:13]([C:5](=[O:8])[CH2:6][CH3:7])=[CH:12][CH:11]=1)([CH3:18])[CH3:17]
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

7

反応物 4

HCID 313Hydrochloric AcidHCID 7406CumeneHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 37734351-(4-isopropylphenyl)propan-1-one収率 83.4%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒
HCID 962
Water
溶媒

反応条件

温度
0 °C

実験手順

525 ml of 1,2-dichloroethane and 209 g of aluminium chloride are added to a round flask, which is fitted with a stirrer, thermometer, condenser and dropping funnel. The mixture is cooled to 0° C. and 127 g of propionic acid chloride are allowed to drop in at 0°-5° C. within 3/4 hour. After the addition, the temperature is allowed to rise to +18° C. and then 157 g of cumene are added within 2 hours at 30° C. The mixture is left to stand for 12 hours and the product is then poured into a mixture of 800 g of ice, 130 ml of water and 130 ml of concentrated hydrochloric acid. The aqueous phase is separated and extracted with two 250 ml portions of dichloroethane. The combined organic phases are washed with three 200 ml portions of 2% sodium hydroxide and with 250 ml of water. The solvent is removed by evaporation under a vacuum and the residue (244 g) is distilled over a 10 cm column. There are obtained 192.1 g of p-isopropyl-propiophenone (yield: 83.2% of theory). B.p.=76°-77° C./0.15 mmHg; nD20 =1.5150; d420 =0.9645.

後処理

  1. customwhich is fitted with a stirrer
  2. customthermometer, condenser and dropping
  3. waitto drop in at 0°-5° C. within 3/4 hour
  4. additionAfter the addition
  5. customto rise to +18° C.
  6. waitThe mixture is left
  7. customThe aqueous phase is separated
  8. extractionextracted with two 250 ml portions of dichloroethane
  9. washThe combined organic phases are washed with three 200 ml portions of 2% sodium hydroxide and with 250 ml of water
  10. customThe solvent is removed by evaporation under a vacuum
  11. distillationthe residue (244 g) is distilled over a 10 cm column

出典と根拠

ORDレコード
ord-be64823ba5624dbaa331728093ad1d96
出典データセット
uspto-grants-1984_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04435585

反応ノート

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