Methyl 3-(2-hydroxyethyl)benzoate → 2-Methylpentane

HRID 471008ノート

反応式

HRID 471008 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH:7][CH2:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:17]=[CH:18][CH:19]=1)[C:13](OC)=[O:14]>O1CCCC1>[CH3:13][CH2:12][CH2:11][CH:10]([CH3:19])[CH3:9].[OH:14][CH2:13][C:12]1[CH:11]=[C:10]([CH2:9][CH2:8][OH:7])[CH:19]=[CH:18][CH:17]=1

参加物

5

反応物 2

HCID 10535371Methyl 3-(2-hydroxyethyl)benzoateHCID 21226445Aluminium lithium hydride

生成物 2

HCID 78922-MethylpentaneHCID 579891802-(3-(Hydroxymethyl)phenyl)ethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium aluminum hydride (1M in diethyl ether, 5.55 mL) was added dropwise over 5 min to a stirred solution of methyl 3-(2-hydroxyethyl)benzoate (1.0 g) in tetrahydrofuran (15 mL) cooled in an ice bath. After 1 h, the reaction mixture was quenched with methanol and evaporated in vacuo. Purification was by silica gel chromatography eluting with ethyl acetate:isohexane, 2:1, then ethyl acetate to give the subtitled compound as a gum. Yield 0.5 g.

後処理

  1. temperaturecooled in an ice bath
  2. customthe reaction mixture was quenched with methanol
  3. customevaporated in vacuo
  4. customPurification
  5. washeluting with ethyl acetate

出典と根拠

ORDレコード
ord-72fa00a451f64cdcb4b4147b37c97ab2
出典データセット
uspto-grants-2014_01
特許番号
US08629271B2

反応ノート

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