Ammonium Chloride → Benzenemethanol, alpha-1-propen-1-yl-

HRID 459427

反応式

HRID 459427 の反応式
[C:1]1([Mg]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:9](=[O:13])/[CH:10]=[CH:11]/[CH3:12].[Cl-].[NH4+]>O1CCCC1.CCOCC>[C:1]1([CH:9]([OH:13])[CH:10]=[CH:11][CH3:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 25517Ammonium ChlorideHCID 447466CrotonaldehydeHCID 178418255HCID 178418255、化合物

生成物 1

HCID 219674Benzenemethanol, alpha-1-propen-1-yl-収率 99.9%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a cooled (0–5° C.) 927 mL of 1 M solution of phenyl magnesium bromide in tetrahydrofuran was added dropwise a solution of crotonaldehyde (65.0 g) in 130 mL of anhydrous ether over a period of 2 hours and 45 minutes. The reaction was stirred for an additional 45 minutes and then warmed to room temperature. After four more hours of stirring, saturated ammonium chloride aqueous solution (750 mL) was added to the reaction. The mixture was extracted with 750 mL of ether twice. The combined extract was dried over anhydrous potassium carbonate and filtered. The solvent was evaporated to give 135.88 g (99.9%) of the desired 1-phenyl-2-buten-1-ol as an oil which was used in the next step without further purification.

後処理

  1. custom45 minutes
  2. stirringAfter four more hours of stirring
  3. extractionThe mixture was extracted with 750 mL of ether twice
  4. extractionThe combined extract
  5. dry with materialwas dried over anhydrous potassium carbonate
  6. filtrationfiltered
  7. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-299ef3a04cfd48b9ba0f3e68b8f50a25
出典データセット
uspto-grants-2007_03
特許番号
US07193105B2

関連ノート

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