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Pyridine → 1,2-Benzenedimethanol

HRID 525638
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HRID 525638 반응식
[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
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참가 물질

7

반응물 4

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

생성물 1

HCID 691531,2-Benzenedimethanol수율 212.9%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 57417360Sodium chloride; water

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-709dbd25a92f41c0adc014e5dfe877dd
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09340658B2

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