4-Phenylbutanal → 1,7-Diphenyl-4-heptanol

HRID 879

反応式

HRID 879 の反応式
[C:1]1([CH2:7][CH2:8][CH2:9][CH:10]=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12]1([CH2:18][CH2:19][CH2:20][Mg]Br)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1COCC1>[C:1]1([CH2:7][CH2:8][CH2:9][CH:10]([OH:11])[CH2:20][CH2:19][CH2:18][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 290304-PhenylbutanalHCID 178418471HCID 178418471、化合物

生成物 1

HCID 105398701,7-Diphenyl-4-heptanol収率 88.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of 700 mg (4.7 mmol) of 4-phenyl-1-butanal (119) in 5.0 mL of THF at 0° C. was added 10.0 mL (5.0 mmol) of 3-phenyl-1-propylmagnesium bromide (120) and the resulting mixture was stirred at 0° C. for 0.5 h. The mixture was then quenched by the dropwise addition of saturated NH4Cl and diluted with ether. The phases were separated and the organic layer was washed with water and brine and then dried over MgSO4. Concentration gave 1.12 g of the alcohol 121 as an oil. 1H NMR spectrum was consistent with the structure.

後処理

  1. customThe mixture was then quenched by the dropwise addition of saturated NH4Cl
  2. additiondiluted with ether
  3. customThe phases were separated
  4. washthe organic layer was washed with water and brine
  5. dry with materialdried over MgSO4
  6. concentrationConcentration

出典と根拠

ORDレコード
ord-76f829bb3ada43dbb9e69131f368da79
出典データセット
uspto-grants-1998_03
特許番号
US05723459

関連ノート

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