Ethanol → Ethyl 5,6-Dichloronicotinate

HRID 57449

反応式

HRID 57449 の反応式
[Cl:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].Cl[Si](C)(C)C.[CH3:17][CH2:18]O>>[Cl:1][C:2]1[C:3]([Cl:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([O:9][CH2:17][CH3:18])=[O:8]

参加物

4

反応物 3

HCID 702EthanolHCID 6397ChlorotrimethylsilaneHCID 2479875,6-Dichloronicotinic acid

生成物 1

HCID 16762519Ethyl 5,6-Dichloronicotinate

実験手順

To a solution of 5,6-dichloronicotinic acid (20.01 g, 104 mmol) in EtOH (500 mL) at 20° C. was added chlorotrimethylsilane (132 mL, 1042 mmol). The reaction was stirred for 72 hours. The reaction mixture was then concentrated and diluted with EtOAc (500 mL), and washed with saturated NaHCO3 (2×100 mL) and brine (100 mL). The organic was then dried (Na2SO4) and concentrated under reduced pressure to give final crude product (21.25 g). LCMS m/z 220.1 (M+H)+, Rt 0.94 min.

後処理

  1. concentrationThe reaction mixture was then concentrated
  2. additiondiluted with EtOAc (500 mL)
  3. washwashed with saturated NaHCO3 (2×100 mL) and brine (100 mL)
  4. dry with materialThe organic was then dried (Na2SO4)
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-5a45f9597fb941b9ae778f44080a3dfb
出典データセット
uspto-grants-2016_09
特許番号
US09434719B2

関連ノート

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