Ethyl 2-methyl-2-(4-methylphenyl)propanoate → 2,2-Dimethyl-2-(4-methylphenyl)ethanol

HRID 23791

反応式

HRID 23791 の反応式
C([O:3][C:4](=O)[C:5]([CH3:14])([C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=1)[CH3:6])C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH3:14][C:5]([C:7]1[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][CH:12]=1)([CH3:6])[CH2:4][OH:3]

参加物

4

反応物 2

HCID 583752Ethyl 2-methyl-2-(4-methylphenyl)propanoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 132166942,2-Dimethyl-2-(4-methylphenyl)ethanol収率 99.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-methyl-2-p-tolyl-propionic acid ethyl ester (510 mg, 2.47 mmol) in THF (10 mL) at 0° C. was added lithium aluminum hydride (1M in Et2O, 2.6 mL, 2.6 mmol). The reaction was stirred for 0.5 h and the reaction was quenched by consecutive addition of water (0.1 mL), 15% NaOH (0.1 mL), and water (0.3 mL). The reaction was diluted with EtOAc, dried (MgSO4), filtered and concentrated to yield 2-methyl-2-p-tolyl-propan-1-ol (405 mg). 1H NMR (400 MHz, CDCl3) δ 7.27 (d, 2H), 7.15 (d, 2H), 3.58 (s, 2H), 2.32 (s, 3H), 1.31 (s, 6H); MS 165 (M+1).

後処理

  1. customthe reaction was quenched by consecutive addition of water (0.1 mL), 15% NaOH (0.1 mL), and water (0.3 mL)
  2. additionThe reaction was diluted with EtOAc
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-4ee9bd2181e0476284e9b823257ead43
出典データセット
uspto-grants-2005_02
特許番号
US06852863B2

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