Tetrahydrofuran → (4'-Methyl(1,1'-biphenyl)-4-yl)methanol

HRID 66569ノート

反応式

HRID 66569 の反応式
C[C:2]1([C:14]([O:16]C)=O)[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][CH2:3]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+].[O-]S([O-])(=O)=O.[Na+].[Na+].[CH2:33]1COCC1>>[CH3:33][C:11]1[CH:10]=[CH:9][C:8]([C:5]2[CH:4]=[CH:3][C:2]([CH2:14][OH:16])=[CH:7][CH:6]=2)=[CH:13][CH:12]=1

参加物

6

反応物 5

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 86738513Methyl 4-methyl[1,1-biphenyl]-4-carboxylate

生成物 1

HCID 1394290(4'-Methyl(1,1'-biphenyl)-4-yl)methanol

実験手順

4-Methyl-(1,1'-biphenyl)-4-carboxylic acid, methyl ester (1.43 g) in ER (25 ml) and THF (25 ml) was added over 5 min to LiAlH4 (420 mg) in ER (25 ml). The mixture was stirred at room temperature for 1 h and then cooled in ice. Aqueous NaOH (1 M, 2.1 ml) was added and after stirring (15 min) excess anhydrous Na2SO4 was added. The mixture was filtered and the filtrate evaporated to give a solid. Crystallisation from cyclohexanemethanol gave the title compound (1.04 g) m.p. 128°-31°.

後処理

  1. temperaturecooled in ice
  2. additionwas added
  3. filtrationThe mixture was filtered
  4. customthe filtrate evaporated
  5. customto give a solid
  6. customCrystallisation from cyclohexanemethanol

出典と根拠

ORDレコード
ord-a626a6da84b84a85a11131bfe8c10490
出典データセット
uspto-grants-1982_08
特許番号
US04342756

反応ノート

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