Toluene → HCID 86745609, compound

HRID 2372951Notes

Reaction equation

HRID 2372951 reaction equation
C([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])C.C1(C)C=CC=CC=1.[F:15][P-:16]([F:21])([F:20])([F:19])([F:18])[F:17].OC1[CH:28]=[CH:27][C:26]([S+:29]([CH3:31])[CH3:30])=[CH:25][CH:24]=1.[C:32](OCCN=C=O)(=[O:36])[C:33]([CH3:35])=[CH2:34].[O:43]1CCCC1>>[F:15][P-:16]([F:21])([F:20])([F:19])([F:18])[F:17].[C:32]([CH2:7][CH2:6][NH:3][C:4]([C:5]1[CH:24]=[CH:25][C:26]([S+:29]([CH3:30])[CH3:31])=[CH:27][CH:28]=1)=[O:43])(=[O:36])[C:33]([CH3:35])=[CH2:34]

Participants

6

Reactant 5

HCID 1140TolueneHCID 8028Tetrahydrofuran2×HCID 8471TriethylamineHCID 354092-Isocyanatoethyl methacrylateHCID 1987533659626-68-5

Product 1

HCID 86745609HCID 86745609, compound

Procedure

A solution of 3 g of triethylamine in 89 g of tetrahydrofuran was added dropwise to a mixture of 870 g of toluene, 443 g of tetrahydrofuran, 90 g of 4-hydroxyphenyldimethylsulfonium hexafluorophosphate and 51 g of isocyanatoethyl methacrylate at from 20 to 25° C. in the course of 10 minutes, at a rate such that there was no marked temperature increase After 12 hours, the product was filtered off under suction, washed with toluene and recrystallized from ethanol. Yield: 112 g (82%) of colorless crystals of melting point 102°-104° C.

Workup

  1. temperatureincrease After 12 hours
  2. filtrationthe product was filtered off under suction
  3. washwashed with toluene
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-bc869c61eaac4136a8756907479b4bfa
Source dataset
uspto-grants-1992_03
Patent number
US05101053

Reaction notes

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