Tetrahydrofuran → N,N'-Dicyclohexylurea

HRID 215683Notes

Reaction equation

HRID 215683 reaction equation
[CH2:1]1[CH2:6][CH2:5][CH:4]([N:7]=[C:8]=[N:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH2:3][CH2:2]1.[O:16]1CCCC1>N1C=CC=CC=1.CN(C1C=CN=CC=1)C>[C:8]([NH:7][CH:4]1[CH2:3][CH2:2][CH2:1][CH2:6][CH2:5]1)([NH:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)=[O:16]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 10868Dicyclohexylcarbodiimide

Product 1

HCID 4277N,N'-Dicyclohexylurea

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

Poly(ethoxylated fluoroalkyl acrylate)-block-polystyrene (IV). One gram of poly(acrylic acid)-block-polystyrene (2.19 mmol acrylic acid) was dissolved in 5 mL of anhydrous pyridine. DCC (6.57 mmol), DMAP (0.823 mmol), and Zonyl FSO-100 (6 g) were dissolved in tetrahydrofuran and added drop-wise to the polymer solution. The reaction mixture was stirred at room temperature for about 2.5 days. Dicyclohexylurea formed during the reaction was removed by filtration. After concentration under reduced pressure, the polymer solution was poured into excess methanol. Further purification was achieved by precipitating the polymer from tetrahydrofuran into methanol.

Workup

  1. additionadded drop-wise to the polymer solution

Sources & evidence

ORD record
ord-53b19790b21b4045a0c2210477472ec9
Source dataset
uspto-grants-2012_06
Patent number
US08192843B2

Reaction notes

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