Phosphoric Acid → 1,2,3,6-Tetrahydro-4-(3-methoxyphenyl)-1-methylpyridine

HRID 1380440ノート

反応式

HRID 1380440 の反応式
P(=O)(O)(O)O.[CH3:6][O:7][C:8]1[CH:9]=[C:10]([C:14]2(O)[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]2)[CH:11]=[CH:12][CH:13]=1.[OH-].[NH4+]>O>[CH3:6][O:7][C:8]1[CH:9]=[C:10]([C:14]2[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH:15]=2)[CH:11]=[CH:12][CH:13]=1

参加物

5

反応物 3

HCID 1004Phosphoric AcidHCID 14923Ammonium HydroxideHCID 13640221HCID 13640221、化合物

生成物 1

HCID 1557781,2,3,6-Tetrahydro-4-(3-methoxyphenyl)-1-methylpyridine収率 97.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 4.075 liters of 85% phosphoric acid at 60° C. in a 22 liter flask equipped with a condenser, thermometer, and stirrer was added portionwise 1.015 kg (4.35 mol) of 4-(3-methoxyphenyl)-1-methyl-4-piperidinol via a powder funnel. The reaction mixture was stirred for 3 hours at a temperature between 70° C. and 80° C. whereupon 4 liters of water was added and the temperature of the reaction mixture adjusted to approximately 50° C. The mixture was neutralized to pH 8.5 by the addition of 8.5 liters of 28% ammonium hydroxide while maintaining the temperature of the reaction mixture above 50° C. The resulting aqueous solution was extracted at 60° C. with 1.25 liters of hexane three times. The organic extracts were combined and washed twice with 1 liter of water, once with 0.5 liters of saturated sodium chloride solution and dried over 250 g of anhydrous sodium sulfate. Evaporation of the volatiles under reduced pressure provided 862.5 g of 97.9% pure 1,2,3,6-tetrahydro-4-(3-methoxyphenyl)-1-methylpyridine.

後処理

  1. additionwas added
  2. customadjusted to approximately 50° C
  3. temperaturewhile maintaining the temperature of the reaction mixture above 50° C
  4. extractionThe resulting aqueous solution was extracted at 60° C. with 1.25 liters of hexane three times
  5. washwashed twice with 1 liter of water, once with 0.5 liters of saturated sodium chloride solution
  6. dry with materialdried over 250 g of anhydrous sodium sulfate
  7. customEvaporation of the volatiles under reduced pressure

出典と根拠

ORDレコード
ord-3fdde5c012f24ef4801a7e0cdd528686
出典データセット
uspto-grants-1986_04
特許番号
US04581456

反応ノート

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