Toluene → HCID 53690215、化合物

HRID 982001ノート

反応式

HRID 982001 の反応式
[H-].[Na+].[CH3:3][C:4]1[NH:5][C:6]([CH3:29])=[C:7]([C:23]([O:25][CH2:26][CH2:27][Br:28])=[O:24])[CH:8]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:9]=1[C:10]([O:12][CH3:13])=[O:11].[CH2:30]([O:32][CH2:33]Cl)[CH3:31].C1(C)C=CC=CC=1>O1CCCC1.O>[CH2:30]([O:32][CH2:33][N:5]1[C:6]([CH3:29])=[C:7]([C:23]([O:25][CH2:26][CH2:27][Br:28])=[O:24])[CH:8]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:9]([C:10]([O:12][CH3:13])=[O:11])=[C:4]1[CH3:3])[CH3:31]

参加物

7

反応物 4

HCID 1140TolueneHCID 18523Chloromethyl ethyl etherHCID 24758Sodium hydrideHCID 22158922HCID 22158922、化合物

生成物 1

HCID 53690215HCID 53690215、化合物収率 72.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

10.65 g of a 80% suspension of sodium hydride in liquid paraffin are suspended in 300 ml of anhydrous tetrahydrofuran. A solution of 120 g of 3-methyl 5-(2-bromoethyl) (±)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-pyridine-3,5-dicarboxylate and 28.4 g of chloromethyl ethyl ether in 300 ml of anhydrous tetrahydrofuran is slowly added dropwise in the course of 4 h at -5° to -7° C., while stirring. After the mixture has been stirred for a further hour at 0° C., 600 ml of toluene and 210 ml of water are added in succession. The phases are separated, and the organic phase is washed with water, dried overnight and evaporated in vacuo. The residue is dissolved in 390 ml of warm ethanol and the stirred solution is then cooled. The product crystallises out during this procedure. It is cooled to 0° C., filtered off under suction, washed with ice-cold ethanol and dried. 98.5 g of the title compound of m.p. 72.5°-74° C. are obtained.

後処理

  1. stirringAfter the mixture has been stirred for a further hour at 0° C.
  2. customThe phases are separated
  3. washthe organic phase is washed with water
  4. customdried overnight
  5. customevaporated in vacuo
  6. dissolutionThe residue is dissolved in 390 ml of warm ethanol
  7. temperaturethe stirred solution is then cooled
  8. customThe product crystallises out during this procedure
  9. filtrationfiltered off under suction
  10. washwashed with ice-cold ethanol
  11. customdried

出典と根拠

ORDレコード
ord-5b0fe68cef354ac0b1f567bc5a1c4be7
出典データセット
uspto-grants-1991_02
特許番号
US04994461

反応ノート

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