4-Chloro-2,3,5-trimethyl-1-oxidopyridin-1-ium → HCID 24816049、化合物

HRID 31723

反応式

HRID 31723 の反応式
Cl[C:2]1[C:7]([CH3:8])=[CH:6][N+:5]([O-:9])=[C:4]([CH3:10])[C:3]=1[CH3:11].[CH3:12][C:13]1([CH3:21])[O:18][CH2:17][CH:16]([CH2:19][OH:20])[CH2:15][O:14]1>C1(C)C=CC=CC=1>[CH3:12][C:13]1([CH3:21])[O:18][CH2:17][CH:16]([CH2:19][O:20][C:2]2[C:7]([CH3:8])=[CH:6][N+:5]([O-:9])=[C:4]([CH3:10])[C:3]=2[CH3:11])[CH2:15][O:14]1

参加物

4

反応物 2

HCID 27791414-Chloro-2,3,5-trimethyl-1-oxidopyridin-1-iumHCID 3584869(2,2-Dimethyl-1,3-dioxan-5-yl)methanol

生成物 1

HCID 24816049HCID 24816049、化合物収率 90.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 4-chloro-2,3,5-trimethylpyridine 1-oxide (840 g), (2,2-dimethyl-1,3-dioxan-5-yl)methanol (688 g) and toluene (2.52 L) was heated under reflux while removing a water content. While azeotropical dehydration was continued, potassium hydroxide (0.58 kg) was added to the reaction mixture over 3 hours and 45 minutes, and azeotropic dehydration was continued for 2.5 hours. The mixture was cooled to 30° C. or less, and ethyl acetate (2.5 L) and a 17% saline solution (3.5 L) were added to the mixture and then the mixture was allowed to stand for overnight. The ethyl acetate layer was separated and the aqueous layer was extracted with ethyl acetate (1.0 L×3). The ethyl acetate layers were combined, filtrated through celite, and concentrated under reduced pressure to obtain a desired product (1.20 kg).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux
  3. customwhile removing a water content
  4. additionpotassium hydroxide (0.58 kg) was added to the reaction mixture over 3 hours and 45 minutes
  5. temperatureThe mixture was cooled to 30° C. or less
  6. additionethyl acetate (2.5 L) and a 17% saline solution (3.5 L) were added to the mixture
  7. waitto stand for overnight
  8. customThe ethyl acetate layer was separated
  9. extractionthe aqueous layer was extracted with ethyl acetate (1.0 L×3)
  10. filtrationfiltrated through celite
  11. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-54dbbcbe5d074cb09cd083371b18cc7c
出典データセット
uspto-grants-2008_09
特許番号
US07425634B2

関連ノート

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