Tetrahydrofuran → HCID 86745607, compound

HRID 2372950Notes

Reaction equation

HRID 2372950 reaction equation
C(O[CH2:7][CH2:8][N:9]=[C:10]=[O:11])(=O)C(C)=C.[F:12][As-:13]([F:18])([F:17])([F:16])([F:15])[F:14].O[C:20]1[CH:25]=[CH:24][C:23]([S+:26]([CH3:28])[CH3:27])=[CH:22][CH:21]=1.[CH2:29](N(CC)CC)C.[O:36]1[CH2:40][CH2:39][CH2:38]C1>C1(C)C=CC=CC=1>[F:12][As-:13]([F:18])([F:17])([F:16])([F:15])[F:14].[C:40]([CH2:7][CH2:8][NH:9][C:10]([C:20]1[CH:25]=[CH:24][C:23]([S+:26]([CH3:28])[CH3:27])=[CH:22][CH:21]=1)=[O:11])(=[O:36])[C:39]([CH3:29])=[CH2:38]

Participants

6

Reactant 4

HCID 8028Tetrahydrofuran2×HCID 8471TriethylamineHCID 354092-Isocyanatoethyl methacrylateHCID 14401159HCID 14401159, compound

Product 1

HCID 86745607HCID 86745607, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

42.5 g of isocyanatoethyl methacrylate were added dropwise to a solution of 86 g of 4-hydroxyphenyldimethylsulfonium hexafluoroarsenate in 870 g of toluene and 443 g of tetrahydrofuran at room temperature. A solution of 3 g of triethylamine in 89 g of tetrahydrofuran was then added in the course of 10 minutes at an internal temperature of from 23° to 26° C., and the reaction mixture was stirred overnight at room temperature. The precipitated crystals were filtered off under suction, washed with toluene and recrystallized from ethanol. Yield: 110 g (88%) of colorless crystals of melting point 95°-97° C.

Workup

  1. filtrationThe precipitated crystals were filtered off under suction
  2. washwashed with toluene
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-17d697cbea434c9f9006b4b0fc4621ea
Source dataset
uspto-grants-1992_03
Patent number
US05101053

Reaction notes

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