2-Methoxyethanol → HCID 19915456, compound

HRID 1089624Notes

Reaction equation

HRID 1089624 reaction equation
Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([N+:12]([O-:14])=[O:13])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].[CH3:18][O:19][CH2:20][CH2:21][OH:22].[OH-].[Na+]>O>[CH3:18][O:19][CH2:20][CH2:21][O:22][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([N+:12]([O-:14])=[O:13])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 80192-Methoxyethanol2×HCID 14798Sodium Hydroxide2×HCID 67851Benzene, 2-chloro-1,5-dinitro-3-(trifluoromethyl)-

Product 1

HCID 19915456HCID 19915456, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

27 g of 4-chloro-5-trifluoromethyl-1,3-dinitrobenzene are initially introduced into 36.5 g of ethylene glycol monomethyl ether, and 13.2 g of 50 percent strength aqueous sodium hydroxide solution are added dropwise at 60° C. in the course of 30 minutes. The mixture is then subsequently stirred at 70° C. for two hours, a further 12 g of ethylene glycol monomethyl ether and 4.5 g of sodium hydroxide solution are added, the mixture is subsequently stirred at 70° C. for a further two hours and 100 ml of water are then added. The oil which has separated out is separated off, washed twice with 30 ml of water each time and dried. This gives 17.6 g (57% of the theoretical value) of yellowish oil.

Workup

  1. additionare added dropwise at 60° C. in the course of 30 minutes
  2. stirringthe mixture is subsequently stirred at 70° C. for a further two hours
  3. customThe oil which has separated out
  4. customis separated off
  5. washwashed twice with 30 ml of water each time
  6. customdried

Sources & evidence

ORD record
ord-f6c254f5c93744c19e5d2265a48bbc9c
Source dataset
uspto-grants-1992_01
Patent number
US05078748

Reaction notes

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