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Triethylamine → 5-(CHLOROMETHYL)-2-ETHOXYPYRIDINE

HRID 2090289
ノート
印刷プレビュー

反応式

HRID 2090289 の反応式
[CH2:1]([O:3][C:4]1[N:9]=[CH:8][C:7]([CH2:10]O)=[CH:6][CH:5]=1)[CH3:2].C(N(CC)CC)C.CS([Cl:23])(=O)=O>C(Cl)Cl>[Cl:23][CH2:10][C:7]1[CH:6]=[CH:5][C:4]([O:3][CH2:1][CH3:2])=[N:9][CH:8]=1
参加物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 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 10630706HCID 10630706、化合物

生成物 1

HCID 105351905-(CHLOROMETHYL)-2-ETHOXYPYRIDINE

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(6-Ethoxypyridin-3-yl)methanol (1.0 g, 6.5 mmol) was dissolved in methylene chloride (20 mL), and triethylamine (1.8 mL, 13 mmol) was added. The reaction mixture was cooled in an ice bath and methanesulfonyl chloride (0.67 mL, 8.6 mmol, Aldrich, Cat. 471259) was slowly added. The reaction mixture was stirred for 2 hours and then the reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried with MgSO4, and concentrated. The residue was purified by flash chromatograph on a silica gel column using 20% Ethyl acetate in hexane as eluent to afford the desired compound. LCMS (M+H)+: m/z=172.2.

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. temperatureThe reaction mixture was cooled in an ice bath
  2. customthe reaction mixture was partitioned between ethyl acetate and water
  3. washThe organic layer was washed with brine
  4. dry with materialdried with MgSO4
  5. concentrationconcentrated
  6. customThe residue was purified by flash chromatograph on a silica gel column

出典と根拠

ORDレコード
ord-a7ce2255f5184bf697b2612bf085f673
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08436008B2

反応ノート

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