Hydrochloric Acid → 2-(3,4-Methylenedioxybenzy)pyrazine

HRID 584210

反応式

HRID 584210 の反応式
Cl[C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1.[CH2:8]1[O:19][C:18]2[CH:17]=[CH:16][C:12]([CH2:13][Mg]Cl)=[CH:11][C:10]=2[O:9]1.Cl>O1CCCC1.C1C=CC(P(C2C=CC=CC=2)CCP(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Ni]Cl>[CH2:8]1[O:19][C:18]2[CH:17]=[CH:16][C:12]([CH2:13][C:2]3[CH:7]=[N:6][CH:5]=[CH:4][N:3]=3)=[CH:11][C:10]=2[O:9]1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 73277ChloropyrazineHCID 178478992HCID 178478992、化合物

生成物 1

HCID 223428382-(3,4-Methylenedioxybenzy)pyrazine

試薬・触媒・溶媒 2

HCID 2734542[1,2-Bis(diphenylphosphino)ethane]dichloronickel(II)触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
5 °C

実験手順

To a stirred solution of chloropyrazine (1.14 g) and [1,2-bis(diphenylphosphino)ethane]nickel(II) chloride (106 mg) in dry tetrahydrofuran (40 ml) was added a solution of 3,4-methylenedioxybenzylmagnesium chloride (0.6 M in tetrahydrofuran, 29 ml) at 5° C. under nitrogen atmosphere over 15 minutes. After 1 hour of stirring at 5° C., 3N hydrochloric acid was added slowly under nitrogen atmosphere and the mixture was stirred for 1 hour. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined extract was washed with water and dried over magnesium sulfate. The usual work up followed by flash chromatography on silica gel with a mixture of n-hexane and ethyl acetate (10:1-4:1) gave 2-(3,4-methylenedioxybenzyl)pyrazine (454 mg) as a colorless oil.

後処理

  1. stirringthe mixture was stirred for 1 hour
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with ethyl acetate
  4. extractionThe combined extract
  5. washwas washed with water
  6. dry with materialdried over magnesium sulfate
  7. additionThe usual work up followed by flash chromatography on silica gel with a mixture of n-hexane and ethyl acetate (10:1-4:1)

出典と根拠

ORDレコード
ord-20913b05998346c2b80e48de993a9b99
出典データセット
uspto-grants-2005_08
特許番号
US06924278B2

関連ノート

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