1,2-Dichloroethane → HCID 86640907, compound

HRID 2192764Notes

Reaction equation

HRID 2192764 reaction equation
[CH2:1](Cl)[CH2:2]Cl.[CH:5]1[CH:6]=[CH:7]C2N(O)N=N[C:9]=2[CH:10]=1.[CH2:15](N(CC)CC)[CH3:16].C[OH:23].CN([CH:27]=[O:28])C>>[CH:2]12[CH2:1][CH:5]([CH:10]=[CH:9]1)[CH2:6][CH:7]2[C:27]([OH:28])=[O:23].[CH2:15]=[CH2:16]

Participants

6

Reactant 5

HCID 111,2-DichloroethaneHCID 887MethanolHCID 6228DimethylformamideHCID 8471TriethylamineHCID 757711-Hydroxybenzotriazole

Product 1

HCID 86640907HCID 86640907, compoundYield 73%

Procedure

The 5-norbornene-2-carboxylic acid/ethylene copolymer (13.2 g, 79.64 mmol) that was polymerized in (2) of Example 6,7-hydroxy 6-methoxy coumarine (Aldrich, 13.0 g, 72.4 mmol), EDC (Aldrich, 22.2 g, 115.84 mmol), and HOBT (Aldrich, 14.7 g, 108.6 mmol) were put into the 2-neck flask having the volume of 250 ml, and then dissolved in 100 ml of DMF. After the temperature was reduced to 0° C., triethylamine (Aldrich, 50 ml, 362 mmol) was slowly dropped on the reaction solution. After the temperature was increased to normal temperature and maintained for 3 hours, when the reaction was finished, the reaction solution was dropped on a large amount of methanol to precipitate the polymer, and the polymer was filtered to obtain the 5-norbornene-2-(7-hydroxy 6-methoxy coumarine) ester/ethylene copolymer to which the 7-hydroxy 6-methoxy coumarine functional group was introduced (yield: 73%).

Workup

  1. customwas reduced to 0° C.
  2. temperatureAfter the temperature was increased to normal temperature
  3. temperaturemaintained for 3 hours
  4. customto precipitate the polymer
  5. filtrationthe polymer was filtered

Sources & evidence

ORD record
ord-272bb2579849467590860270dadd573e
Source dataset
uspto-grants-2012_12
Patent number
US08329841B2

Reaction notes

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