Hydrochloric Acid → 4-Phenylbut-3-en-2-ol

HRID 601083

反応式

HRID 601083 の反応式
[C:1]1([CH:7](O)[CH:8]=[CH:9][CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.CC[O:15]CC.C(=O)(O)[O-].[Na+]>O1CCOCC1>[C:1]1([CH:7]=[CH:8][CH:9]([OH:15])[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 219674Benzenemethanol, alpha-1-propen-1-yl-HCID 516892Sodium Bicarbonate

生成物 1

HCID 151724-Phenylbut-3-en-2-ol収率 96.8%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

1-Phenyl-2-buten-1-ol (135.88 g) was dissolved in 2300 mL of dioxane and treated with 2750 mL of dilute hydrochloric acid (2.3 mL of concentrated hydrochloric acid in 2750 mL of water) at room temperature. The mixture was stirred overnight and then poured into 4333 mL of ether and neutralized with 2265 mL of saturated sodium bicarbonate. The aqueous phase was extracted with 1970 mL of ether. The combined extract was dried over anhydrous potassium carbonate. Evaporation of the solvent followed by Kugelrohr distillation at 30° C. for 30 minutes afforded 131.73 g (96.8%) of the desired 4-phenyl-3-buten-2-ol as an oil which was used in the next step without further purification.

後処理

  1. extractionThe aqueous phase was extracted with 1970 mL of ether
  2. extractionThe combined extract
  3. dry with materialwas dried over anhydrous potassium carbonate
  4. customEvaporation of the solvent
  5. distillationfollowed by Kugelrohr distillation at 30° C. for 30 minutes

出典と根拠

ORDレコード
ord-dbb2e177789943de8536d040fa481d72
出典データセット
uspto-grants-2011_03
特許番号
US07902259B2

関連ノート

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