Benzaldehyde → 1,2-Diphenylethanol

HRID 41320

反応式

HRID 41320 の反応式
[CH2:1]([Mg]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1COCC1.[CH:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>[O-]S([O-])(=O)=O.[Na+].[Na+]>[C:16]1([CH:15]([OH:22])[CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 240BenzaldehydeHCID 8028TetrahydrofuranHCID 178419663HCID 178419663、化合物

生成物 1

HCID 941781,2-Diphenylethanol

試薬・触媒・溶媒 1

HCID 24436Sodium Sulfate溶媒

反応条件

温度
-10 °C

実験手順

To 100 mL (0.10 mol) of 1.0 M BnMgBr in THF 9.50 g (90 mmol) of benzaldehyde (2) was added with vigorous stirring at −10° C. This mixture was slowly warmed to room temperature and then stirred for 2 hr at this temperature. The mixture was added to 300 mL of saturated aqueous Na2SO4. The organic layer was separated and washed with saturated aqueous NH4Cl. The aqueous layer was extracted with 2×100 mL of diethyl ether. The combined organic extracts were evaporated to dryness, and the residue was dissolved in 100 mL of dichloromethane. The obtained solution was dried over Na2SO4 and evaporated to dryness. This crude product was further used without an additional purification. Yield 12.0 g (67%) of the title compound.

後処理

  1. temperatureThis mixture was slowly warmed to room temperature
  2. stirringstirred for 2 hr at this temperature
  3. customThe organic layer was separated
  4. washwashed with saturated aqueous NH4Cl
  5. extractionThe aqueous layer was extracted with 2×100 mL of diethyl ether
  6. customThe combined organic extracts were evaporated to dryness
  7. dissolutionthe residue was dissolved in 100 mL of dichloromethane
  8. dry with materialThe obtained solution was dried over Na2SO4
  9. customevaporated to dryness
  10. customThis crude product was further used without an additional purification

出典と根拠

ORDレコード
ord-a92efe51f65c46a4a278f1dc879cb1d8
出典データセット
uspto-grants-2013_09
特許番号
US08530593B2

関連ノート

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