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HRID1721304

反应详情

EQUATION

反应方程式

HRID 1721304 的结构方程式

REACTANTS

反应物

2
结构：NN
HCID9321

Hydrazine

H4N2

结构：CC(C)CCC[C@@H](C)[C@H]1CC(=O)C2=C3C(=O)C[C@H]4C[C@@H](OC(=O)c5ccccc5)CC[C@]4(C)[C@H]3CC[C@@]21C
HCID67640468

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](OC(=O)c5ccccc5)CC[C@]4(C)[C@H]3CC[C@]12C
HCID251110

Cholestan-3-yl benzoate

C34H52O2

收率 73.6%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CCO
溶剂HCID702

Ethanol

C2H6O

CONDITIONS

反应条件

温度
90 °C

PROCEDURE

实验过程

To 3β-benzoyloxy-5α-cholest-8(14)-ene-7,15-dione 10 (180 mg, 0.35 mmol) dissolved in ethanol (14 mL) was added anhydrous hydrazine (12 μl, 0.38 mmol) and the mixture was heated to 90° C. for 0.75 h. The solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography on 4 g of silica gel 60 using EtOAc/CHCl3 (4:6) yielding 127 mg (71%) of pyridazine 12, which crystallized from CH2Cl2 /EtOAc, mp 215°-216° C. 1H NMR: δ8.06 (d, 2H, J=8.2 Hz) , 7.57 (dd, 1H, J=7.4, 7.4 Hz), 7.45 (dd, 2H, J=7.5, 7.8 Hz), 5.09 (m, 1H), 3.18 (dd, 1H, J=5.5, 17.9 Hz), 3.11 (dd, 1H, J=6.9, 16.3 Hz), 2.96 (dd, 1H, J=10.8, 16.3 Hz), 2.64 (dd, 1H, J=12.6, 17.9 Hz), 2.34 (dd, 1H, J=5.7, 10.9 Hz), 2.25 (ddd, 1H, J=2.9, 3.5, 13.1 Hz), 2.05-2.14 (m, 2H), 1.07 (s, 3H), 1.00 (d, 3H, J=6.3 Hz), 0.89 (d, 6H, J=6.6 Hz), 0.87 (s, 3H). IR (Nujol): 1715, 1602, 1318, 1276, 1116 cm-1. Anal. (C34H46N2O2): C, H.

WORKUP

后处理

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by flash column chromatography on 4 g of silica gel 60 using EtOAc/CHCl3 (4:6)