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2,6-Lutidine → HCID 18993077, 화합물

HRID 375635
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HRID 375635 반응식
[OH:1][CH2:2][C:3]1[O:7][C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:5][CH:4]=1.N1C(C)=CC=CC=1C.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>C(Cl)Cl>[CH3:21][S:22]([O:1][CH2:2][C:3]1[O:7][C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:5][CH:4]=1)(=[O:24])=[O:23]
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참가 물질

5

반응물 3

HCID 79372,6-LutidineHCID 31297Methanesulfonyl chlorideHCID 12543487Ethyl 5-(hydroxymethyl)furan-2-carboxylate

생성물 1

HCID 18993077HCID 18993077, 화합물수율 93.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a 0° C. solution of 5-hydroxymethyl-2-carboethoxyfuran (2.94 g, 17.3 mmol), prepared as in step 1, in CH2Cl2 (50 mL) was added 2,6-lutidine (2.50 mL, 21.5 mmol) and methanesulfonyl chloride (1.50 mL, 19.0 mmol). The reaction mixture was stirred for 40 min at 0° C., then the cold bath was removed and stirring was continued for 2 hours. The reaction mixture was extracted with 1N aqueous HCl and saturated aqueous NaHCO3, and the organic phase was dried over MgSO4, filtered, and concentrated in vacuo to give 5-methanesulfonyloxymethyl-2-carboethoxyfuran (4.0 g) as a yellow oil which was used without further purification.

후처리

  1. customthe cold bath was removed
  2. stirringstirring
  3. waitwas continued for 2 hours
  4. extractionThe reaction mixture was extracted with 1N aqueous HCl and saturated aqueous NaHCO3
  5. dry with materialthe organic phase was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-167a3b83373c4a7fa6b1e59df3d5e89d
출처 데이터셋
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05486525

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