Triethylamine → HCID 21527585, compound

HRID 580788Notes

Reaction equation

HRID 580788 reaction equation
[OH:1][N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8].C(N(CC)CC)C.[C:16](Cl)(=[O:18])[O-:17]>ClCCl>[C:16](=[O:18])([OH:1])[OH:17].[OH:1][N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 80170N-HydroxysuccinimideHCID 21226386Carbonochloridate

Product 1

HCID 21527585HCID 21527585, compoundYield 465.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1.2 g of N-hydroxysuccinimide and 1.0 g of triethylamine were dissolved in 20 ml of dichloromethane, and 3.92 g of the chlorocarbonate of Lutensol T03 in 10 ml of dichloromethane were added dropwise over the course of 5 min. The mixture was left to stir at room temperature for 2 h, the solvent was removed under reduced pressure, and the residue was taken up in ethyl acetate. The remaining solid was separated off, and the solvent was removed from the filtrate under reduced pressure to afford 4.3 g of the N-hydroxysuccinimide carbonate of Lutensol T03.

Workup

  1. waitThe mixture was left
  2. customthe solvent was removed under reduced pressure
  3. customThe remaining solid was separated off
  4. customthe solvent was removed from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-ecaea60ae19043e48625c95e53c4efad
Source dataset
uspto-grants-1999_07
Patent number
US05919762

Reaction notes

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