三甲氧基磷 → HCID 54194150，化合物

HRID 233439

反应方程式

HRID 233439 反应方程式
Cl[CH2:2][C:3]1[C:4]2[C:9]([CH:10]=[C:11]3[C:16]=1[CH:15]=[CH:14][CH:13]=[CH:12]3)=[CH:8][CH:7]=[CH:6][CH:5]=2.[CH3:17][O:18][P:19]([O:22]C)[O:20][CH3:21]>>[CH3:17][O:18][P:19]([CH2:2][C:3]1[C:4]2[C:9]([CH:10]=[C:11]3[C:16]=1[CH:15]=[CH:14][CH:13]=[CH:12]3)=[CH:8][CH:7]=[CH:6][CH:5]=2)(=[O:22])[O:20][CH3:21]

参与物

3

反应物 2

HCID 8472三甲氧基磷HCID 323859-氯甲基蒽

产物 1

HCID 54194150HCID 54194150，化合物收率 40.5%

实验过程

A solution of 9-(chloromethyl)anthracene (2.5 g, 0.011M) in trimethylphosphite (5 mL, 5.26 g, 0.042 M) is heated at reflux temperature for 72 hours. Excess trimethylphosphite is removed under reduced pressure and the residue is chromatographed over silica gel (400 g, 40-63 μm, CH2Cl2, 50 mL fractions) using CH2Cl2 (60 fractions) and 2% CH3OH in CH2Cl2 for the remaining fractions. Fractions 86-93 (2.99 g) are found to contain desired material and an impurity and are rechromatographed (400 g silica gel, 40-63 lam, CH2Cl2, 50 mL fractions) using 2.5% acetone-CH2Cl2 to elute the column. Fractions 100-160 contains compound (1.495 g, 0.00498M, 45%) as a yellow solid. Crystallization from ethyl acetate gives the title compound (1.34 g) as yellow needles, mp 152°-153° C.

后处理

  1. temperatureat reflux temperature for 72 hours
  2. customExcess trimethylphosphite is removed under reduced pressure
  3. customthe residue is chromatographed over silica gel (400 g, 40-63 μm, CH2Cl2, 50 mL fractions)
  4. customan impurity and are rechromatographed (400 g silica gel, 40-63 lam, CH2Cl2, 50 mL fractions)
  5. washto elute the column
  6. customCrystallization from ethyl acetate

来源与证据

ORD记录
ord-e8fd225220224ebe9614ca6f948f60e1
来源数据集
uspto-grants-1997_01
专利号
US05593980

关联笔记

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