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Thionyl Chloride → 2-Chloromethyl-4-(3-methoxypropoxy)pyridine

HRID 609853
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반응식

HRID 609853 반응식
S(Cl)([Cl:3])=O.O[CH2:6][C:7]1[CH:12]=[C:11]([O:13][CH2:14][CH2:15][CH2:16][O:17][CH3:18])[CH:10]=[CH:9][N:8]=1.C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[Cl:3][CH2:6][C:7]1[CH:12]=[C:11]([O:13][CH2:14][CH2:15][CH2:16][O:17][CH3:18])[CH:10]=[CH:9][N:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 151662262-Hydroxymethyl-4-(3-methoxypropoxy)pyridine

생성물 1

HCID 151662252-Chloromethyl-4-(3-methoxypropoxy)pyridine수율 83.2%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

A solution of 2.60 g (0.022 mol) of thionyl chloride in 10 ml of chloroform was dropwise added to a solution of 3.64 g (0.018 mol) of 2-hydroxymethyl-4-methoxypropoxypyridine in 60 ml of chloroform under cooling with ice. The obtained mixture was stirred for one hour, neutralized with a saturated aqueous solution of sodium hydrogencarbonate and extracted with chloroform. The chloroform layer was dried over magnesium sulfate and filtered. The filtrate was concentrated under a reduced pressure to obtain 3.23 g of the title compound as a crude product.

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후처리

  1. temperatureunder cooling with ice
  2. extractionextracted with chloroform
  3. dry with materialThe chloroform layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under a reduced pressure

출처 및 근거

ORD 기록
ord-04bdb36ebb624bf4b301faa1941e949e
출처 데이터셋
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05998445

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