Water → HCID 18458648、化合物

HRID 2304809ノート

反応式

HRID 2304809 の反応式
[OH:1][CH:2]1[C:7]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][C:11]([O:16][CH3:17])=[CH:10][C:9]=2[O:18][CH3:19])=[CH:6][CH2:5][N:4]([CH3:20])[CH2:3]1.C(N(CC)CC)C.Cl[C:29]([O:31][CH3:32])=[O:30].O>O1CCCC1>[CH3:32][O:31][C:29]([O:1][CH:2]1[C:7]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][C:11]([O:16][CH3:17])=[CH:10][C:9]=2[O:18][CH3:19])=[CH:6][CH2:5][N:4]([CH3:20])[CH2:3]1)=[O:30]

参加物

6

反応物 4

HCID 962WaterHCID 6586Methyl chloroformate2 回HCID 8471TriethylamineHCID 99256571,2,3,6-Tetrahydro-1-methyl-4-(2,4,6-trimethoxyphenyl)-3-pyridinol

生成物 1

HCID 18458648HCID 18458648、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
5 °C

実験手順

8.37 g (30 mmol) of 3(R,S)-hydroxy-1-methyl-4(2,4,6-trimethoxyphenyl)-1,2,3,6-tetrahydropyridine (VII) were dissolved in 83.7 ml of tetrahydrofuran and treated with 12.4 ml (90 mmol) of triethylamine. The mixture was cooled to 5° C., 2.55 ml (33 mmol) of methyl chloroformate were added dropwise in the course of 15 min and the mixture was stirred at 5-10° C. for a further 3 h. Since TLC checking still showed starting material, a further 1.0 ml (12.9 mmol) of methyl chloroformate were added and the mixture was stirred again for 1 h. 50 ml of water were then added and the mixture was extracted twice with 50 ml of ethyl acetate each time. The combined organic phases were washed with 30 ml of saturated sodium chloride solution, then dried over sodium sulfate and evaporated in vacuo on a rotary evaporator.

後処理

  1. stirringthe mixture was stirred again for 1 h
  2. extractionthe mixture was extracted twice with 50 ml of ethyl acetate each time
  3. washThe combined organic phases were washed with 30 ml of saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo on a rotary evaporator

出典と根拠

ORDレコード
ord-9ed9221d87ce4736862da8248bd91d4d
出典データセット
uspto-grants-2002_08
特許番号
US06437136B1

反応ノート

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