对甲苯磺酸 → HCID 10977233，化合物

HRID 321908笔记

反应方程式

HRID 321908 反应方程式
[C@H:1]12[C:10](=O)[O:9][C:7](=[O:8])[C@H:3]([CH2:4][CH2:5][CH2:6]1)[CH2:2]2.[CH:12]([O:19]CC)([O:16][CH2:17][CH3:18])OCC.[C:22]1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[C@H:5]1([C:12]([O:16][CH2:17][CH3:18])=[O:19])[CH2:6][CH2:1][CH2:2][C@@H:3]([C:7]([O:9][CH2:10][CH3:22])=[O:8])[CH2:4]1

参与物

5

反应物 3

HCID 6101对甲苯磺酸HCID 31214原甲酸三乙酯HCID 11367118cis-1,3-Cyclohexanedicarboxylic anhydride

产物 1

HCID 10977233HCID 10977233，化合物

试剂、催化剂与溶剂 1

HCID 702乙醇溶剂

反应条件

温度
60 °C

实验过程

Anhydride 1 (7.71 g; 50 mmol) was combined with triethyl orthoformate (12.5 mL; 75 mmol; 1.5 equiv) and ethanol (50 mL). p-Toluenesulfonic acid (0.48 g; 2.5 mmol; 0.05 equiv) was added and the reaction mixture was heated overnight at 60° C. to completely consume 1. Solid sodium bicarbonate (0.5 g) was added and the solvent was removed at reduced pressure. The residue was dissolved in toluene (25 mL), washed with saturated aqueous NaHCO3 (5 mL), dried over Na2SO4, and concentrated to afford 11.42 g (99%) of cis-2b which was a single peak by GC analysis.

后处理

  1. customto completely consume 1
  2. additionSolid sodium bicarbonate (0.5 g) was added
  3. customthe solvent was removed at reduced pressure
  4. dissolutionThe residue was dissolved in toluene (25 mL)
  5. washwashed with saturated aqueous NaHCO3 (5 mL)
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated
  8. customto afford 11.42 g (99%) of cis-2b which

来源与证据

ORD记录
ord-103a8571befd42b9b33d9e2537247ea4
来源数据集
uspto-grants-2001_04
专利号
US06210956B1

反应笔记

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