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HRID1588206

反应详情

EQUATION

反应方程式

HRID 1588206 的结构方程式

REACTANTS

反应物

4
结构：CCOCC
HCID3283

Diethyl Ether

C4H10O

结构：C1CCNCC1
HCID8082

Piperidine

C5H11N

结构：Cc1ccc(S(=O)(=O)[O-])cc1.Cc1sc2ccccc2[n+]1C
HCID102307

Benzothiazolium, 2,3-dimethyl-, 4-methylbenzenesulfonate (1:1)

C16H17NO3S2

结构：COc1cc(C=O)ccc1O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
HCID11515167

未命名化合物

PRODUCTS

生成物

1
结构：COc1cc(C=Cc2sc3ccccc3[n+]2C)ccc1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O.Cc1ccc(S(=O)(=O)[O-])cc1
HCID131717991

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CO
溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

4-Formyl-3-methoxyphenyl β-D-galactopyranoside (1c)(3.14 g, 0.01 mol) was dissolved in hot methanol (20 ml) and 2,3-dimethylbenzothiazolium tosylate (3.35 g, 0.01 mol) was added followed by a drop of piperidine. The mixture was heated under reflux for 2 h, during which time it become strongly coloured. The reaction mixture was then cooled and ether (200 ml) was added to precipitate the product as an orange solid, which was well washed with methanol to give (26c){4.8 g, 80%, m.p. 147°-149° C., [α]D -10.4`0 (c 1, DMSO)}. (Found: C, 55.66; H, 5.28; N, 2.11. C30H34O11NS2Calc: C, 55.54; N, 5.28; N, 2.16.)

WORKUP

后处理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 h, during which time it
  3. temperatureThe reaction mixture was then cooled
  4. customto precipitate the product as an orange solid, which
  5. washwas well washed with methanol