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Sodium Carbonate → 4-(Benzyloxy)-2-(chloromethyl)pyridine

HRID 472898
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HRID 472898 반응식
S(Cl)([Cl:3])=O.[CH2:5]([O:12][C:13]1[CH:18]=[CH:17][N:16]=[C:15]([CH2:19]O)[CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[CH2:5]([O:12][C:13]1[CH:18]=[CH:17][N:16]=[C:15]([CH2:19][Cl:3])[CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1
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참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 24386Thionyl ChlorideHCID 105606244-(Phenylmethoxy)-2-pyridinemethanol

생성물 1

HCID 129385594-(Benzyloxy)-2-(chloromethyl)pyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1.76 ml (24.16 mmol) of thionyl chloride are added to 2 g (9.29 mmol) of [4-(benzyloxy)pyridin-2-yl]methanol [described in J. Org. Chem., (1996), 61(8), 2624] in 46 ml of dichloromethane. The reaction medium is stirred at ambient temperature for 18 hours and then concentrated under reduced pressure. The residue obtained is taken up in a saturated aqueous sodium carbonate solution and then extracted with dichloromethane. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure. 2.1 g of a brown oil are collected. Mass spectrometry (ES+Mode): MH+=234

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe residue obtained
  3. extractionextracted with dichloromethane
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. custom2.1 g of a brown oil are collected

출처 및 근거

ORD 기록
ord-a4880af9adaa44e3847fcbb7591d7f4c
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633216B2

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