反応 #499001

ord-29a474b3380747f7bde17e3c2984ec01

反応方程式

COc1ccc(C(Cl)(c2ccccc2)c2ccc(OC)cc2)cc1
4,4′-dimethoxytrityl chloride
O=C(O)CCCO
4-hydroxybutyric acid
c1ccncc1
Pyridine
CC[NH+](CC)CC.COc1ccc(C(OCCCC(=O)[O-])(c2ccccc2)c2ccc(OC)cc2)cc1
crude title compound
CC[NH+](CC)CC.COc1ccc(C(OCCCC(=O)[O-])(c2ccccc2)c2ccc(OC)cc2)cc1
4-[(4,4′-Dimethoxytrityl)oxy]Butyric Acid, Triethylammonium Salt

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    濃縮concentrated to an oil in vacuo
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in a mixture of MeOH and CH2Cl2 (95:5
  3. 3
    洗浄200 mL) and washed with 2M aqueous triethylammonium acetate (5×20 mL)
  4. 4
    その他The organic solution was evaporated
  5. 5
    workup.DISSOLUTIONre-dissolved in CH2Cl2
  6. 6
    乾燥dried over Na2SO4
  7. 7
    その他evaporated

実験手順

A solution of 4,4′-dimethoxytrityl chloride (695 mg, 2.05 mmol) and 4-hydroxybutyric acid (208 mg, 2.0 mmol) in anhydrous Pyridine (20 mL) was stirred overnight and concentrated to an oil in vacuo. The residue was dissolved in a mixture of MeOH and CH2Cl2 (95:5, v/v; 200 mL) and washed with 2M aqueous triethylammonium acetate (5×20 mL). The organic solution was evaporated, re-dissolved in CH2Cl2, dried over Na2SO4, and evaporated to give the crude title compound in a quantitative yield (1016 mg).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06559279B1uspto-grants-2003_05