反应 #336231

ord-43ea3992753e40759df9faf134894b0e

反应方程式

O
water
O=C(Cl)c1ccccc1
Benzoyl chloride
CCN(CCO)c1ccccc1
N-ethyl-N-(2-hydroxyethyl)aniline
CCN(CC)CC
triethyl amine
CCNCCOC(=O)c1ccccc1
product
收率 96.0%
CCNCCOC(=O)c1ccccc1
N-(2-Benzoyloxyethyl)-N-ethylamine
收率 96.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The mixture formed a thick precipitate which
  2. 2
    萃取The aqueous layer was extracted with ethyl acetate (3×200 mL)
  3. 3
    洗涤The combined organic extracts were washed successively with 1 molar hydrochloric acid (100 mL), saturated sodium bicarbonate (100 mL), water (100 mL), saturated sodium chloride (100 mL)
  4. 4
    干燥dried over magnesium sulfate
  5. 5
    其他the solvent was removed under reduced pressure

实验过程

Benzoyl chloride (7.8 mL, 66 mmol) was added dropwise to a stirring solution of (N-ethyl-N-(2-hydroxyethyl)aniline (10 g, 60 mmol) in THF (200 ML) containing triethyl amine (9.2 g, 66 mmol) at room temperature. The mixture formed a thick precipitate which was stirred for 18 hours and then poured into water (400 mL). The aqueous layer was extracted with ethyl acetate (3×200 mL). The combined organic extracts were washed successively with 1 molar hydrochloric acid (100 mL), saturated sodium bicarbonate (100 mL), water (100 mL), saturated sodium chloride (100 mL), dried over magnesium sulfate and the solvent was removed under reduced pressure to yield the product (16.4 g, 96% yield) as a dark green oil.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05212269uspto-grants-1993_05