Pyridine → 1,2-Benzenedimethanol

HRID 525638

反応式

HRID 525638 の反応式
[C:1]1(CO)[CH:6]=[CH:5][C:4]([CH2:7][OH:8])=[CH:3][CH:2]=1.N1C=CC=CC=1.ClCCl.[C:20](Cl)(=[O:24])C(C)C>CN(C1C=CN=CC=1)C.[Cl-].[Na+].O>[C:3]1([CH2:20][OH:24])[C:4]([CH2:7][OH:8])=[CH:5][CH:6]=[CH:1][CH:2]=1

参加物

7

反応物 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 115061,4-BenzenedimethanolHCID 62325Isobutyryl chloride

生成物 1

HCID 691531,2-Benzenedimethanol収率 212.9%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 57417360Sodium chloride; water溶媒

実験手順

1,4-xylylene glycol (5 g, 0.0306 mol), pyridine (5.7 g, 0.072 mol), and catalyst DMAP (ca. 100 mg) in a solution of dichloromethane (ca. 25 ml) were added to a flask. Isobutyryl chloride (7.71 g, 0.072 mol) was then added to the solution drop wise. The mixture was stirred overnight. 1M HCL brine was used to wash the mixture. The organic layer was dried over MgSO4 and concentrated in vacuo to afford a clear oil as the product (9 g). Its purity was ascertained using 1H NMR (300 MHz in CDCL3): δ 7.34 (s, 4H), 5.11 (s, 4H), 2.60 (sept, 2H), 1.19 (d, 12H).

後処理

  1. washto wash the mixture
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-709dbd25a92f41c0adc014e5dfe877dd
出典データセット
uspto-grants-2016_05
特許番号
US09340658B2

関連ノート

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