反応 #640540

ord-a3976accf83d4372b8b25f4622e442c0

反応方程式

OCc1cccnc1
3-pyridylcarbinol
O=C(ON1C(=O)CCC1=O)ON1C(=O)CCC1=O
N,N′-disuccinimidyl carbonate
c1ccncc1
pyridine
O=C([O-])OCc1cccnc1.O=C1CCC(=O)N1O
N-Hydroxysuccinimide 3-pyridylmethyl carbonate
収率 115.3%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    濃縮concentrated in vacuo
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
  3. 3
    洗浄washed with saturated sodium bicarbonate, brine
  4. 4
    乾燥dried over magnesium sulfate
  5. 5
    ろ過filtered
  6. 6
    濃縮concentrated

実験手順

To a solution of 2.5 g (22.9 mmol) of 3-pyridylcarbinol in 100 mL of anhydrous acetonitrile was added 8.8 g (34.4 mmol) of N,N′-disuccinimidyl carbonate and 5.55 mL (68.7 mmol) of pyridine. The solution was stirred for 1 hour and then concentrated in vacuo. The residue was dissolved in ethyl acetate, then washed with saturated sodium bicarbonate, brine, dried over magnesium sulfate, filtered and concentrated to afford 5.3 g of N-Hydroxysuccinimide-3-pyridylmethyl carbonate, mass spectrum m/e=251 (M+H), which was used directly in the next step without purification.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE042889E1uspto-grants-2011_11