Methanol → 4,6-Dibutoxy-2-trifluoromethyl-3-pyridinecarboxylic acid

HRID 1251954ノート

反応式

HRID 1251954 の反応式
[CH2:1]([O:5][C:6]1[CH:11]=[C:10]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])[N:9]=[C:8]([C:17]([F:20])([F:19])[F:18])[C:7]=1[C:21]([O:23]CC)=[O:22])[CH2:2][CH2:3][CH3:4].[OH-].[K+].CO>O>[CH2:1]([O:5][C:6]1[CH:11]=[C:10]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])[N:9]=[C:8]([C:17]([F:20])([F:19])[F:18])[C:7]=1[C:21]([OH:23])=[O:22])[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 137267874,6-Dibutoxy-2-trifluoromethylpyridine-3-carboxylic acid ethyl ester

生成物 1

HCID 137267924,6-Dibutoxy-2-trifluoromethyl-3-pyridinecarboxylic acid収率 89.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 25.6 g (0.0705 mol) of product of Example 5, 20 g of KOH and 250 ml of methanol was held at reflux for 16 hours. The reaction mixture was concentrated under reduced pressure to give a solid. This solid was dissolved in water (250 ml) and extracted with ether. Three layers were separated. The top layer (ether) was discarded. The bottom two layers were acidified with 100 ml of concentrated HCl. The organic layer was separated and extracted into ether. The ether extracts were dried and concentrated to give 21.2 g (89%) of solid which was crystallized from hexane at low temperature to give 5.1 g of pure product: mp 90°-93.5° C. and 5.1 g of second crop, mp 89°-92.5° C.

後処理

  1. temperatureat reflux for 16 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customto give a solid
  4. extractionextracted with ether
  5. customThree layers were separated
  6. customThe organic layer was separated
  7. extractionextracted into ether
  8. dry with materialThe ether extracts were dried
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-963709a44db747a1ada73e0c36386273
出典データセット
uspto-grants-1988_05
特許番号
US04741766

反応ノート

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