二甲基亚砜 → 2-氯吡啶-4-甲醛

HRID 613040

反应方程式

HRID 613040 反应方程式
C(Cl)(=O)C(Cl)=O.CS(C)=O.[Cl:11][C:12]1[CH:17]=[C:16]([CH2:18][OH:19])[CH:15]=[CH:14][N:13]=1.C(N(CC)CC)C>C(Cl)Cl.O>[Cl:11][C:12]1[CH:17]=[C:16]([CH:18]=[O:19])[CH:15]=[CH:14][N:13]=1

参与物

7

反应物 4

HCID 679二甲基亚砜HCID 8471三乙胺HCID 65578草酰氯HCID 7062237(2-氯吡啶-4-基)甲醇

产物 1

HCID 27629942-氯吡啶-4-甲醛

试剂、催化剂与溶剂 2

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 6344二氯甲烷溶剂3 次

实验过程

To a solution of oxalyl chloride (42.2 ml) in methylene chloride (1100 ml) is added dropwise a solution of dimethyl sulfoxide (68.7 ml) in methylene chloride (220 ml) at -60° C. to -50° C., and thereto is further added dropwise a solution of 2-chloro-4-hydroxymethylpyridine (63.2 g) in methylene chloride (440 ml) at the same temperature. The mixture is stirred for 15 minutes, and thereto is added dropwise triethylamine (306.6 ml) at the same temperature. The mixture is stirred for five minutes, and warmed to room temperature. After the reaction is complete, to the reaction mixture is added water (2.2 liters). The methylene chloride layer is separated, and the aqueous layer is extracted again with methylene chloride (2.2 liters). The methylene chloride layers are combined, and washed with a saturated aqueous sodium hydrogen carbonate solution, dried, and concentrated under reduced pressure to remove the solvent to give 2-chloropyridine-4-carbaldehyde.

后处理

  1. stirringThe mixture is stirred for five minutes
  2. customThe methylene chloride layer is separated
  3. extractionthe aqueous layer is extracted again with methylene chloride (2.2 liters)
  4. washwashed with a saturated aqueous sodium hydrogen carbonate solution
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customto remove the solvent

来源与证据

ORD记录
ord-989c8ee156ce4cb5948ec454ce9163f9
来源数据集
uspto-grants-1999_12
专利号
US06005106

关联笔记

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