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HRID1659855

反应详情

EQUATION

反应方程式

HRID 1659855 的结构方程式

REACTANTS

反应物

2
结构：CCOc1ccc2c(c1)C(C)=CC(C)(C)N2
HCID3293

Ethoxyquin

C14H19NO

结构：CC(=O)OC[C@H]1O[C@H](Br)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
HCID101776

Acetobromglucose

C14H19BrO9

PRODUCTS

生成物

1
结构：CCOc1ccc2c(c1)C(C)=CC(C)(C)N2C1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O
HCID13195319

未命名化合物

收率 74.6%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CC(C)=O
溶剂HCID180

Acetone

C3H6O

PROCEDURE

实验过程

Ethoxyquin (240 g) and 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (228 g) were stirred at 80° for 18 hours. Acetone (200 ml) was added to the hot reaction mixture and stirring continued for an additional 20 minutes. After cooling, the solid ethoxyquin hydrobromide was filtered off, washed thoroughly with acetone and the combined acetone filtrates were evaporated under reduced pressure. The resulted crude product was recrystallised (iso-propanol) to yield 226.5 g of 1-(2,3,4,6-tetra-O-acetyl-D-glucopyranosyl)-6-ethoxy-1,2-dihydro-2,2,4-trimethylquinoline. m.p.: 180°-181°.

WORKUP

后处理

  1. temperatureAfter cooling
  2. filtrationthe solid ethoxyquin hydrobromide was filtered off
  3. washwashed thoroughly with acetone
  4. customthe combined acetone filtrates were evaporated under reduced pressure
  5. customThe resulted crude product
  6. customwas recrystallised (iso-propanol)