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2,6-Lutidine → HCID 18993077、化合物

HRID 375635
ノート
印刷プレビュー

反応式

HRID 375635 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

HCID 18993077HCID 18993077、化合物収率 93.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-167a3b83373c4a7fa6b1e59df3d5e89d
出典データセット
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05486525

反応ノート

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