3,4-Dichlorophenyl isocyanate → 2-(2,2-Difluorocyclopropyl)ethyl 3,4-dichlorophenylcarbamate

HRID 703524Notes

Reaction equation

HRID 703524 reaction equation
[F:1][C:2]1([F:8])[CH2:4][CH:3]1[CH2:5][CH2:6][OH:7].[Cl:9][C:10]1[CH:11]=[C:12]([N:17]=[C:18]=[O:19])[CH:13]=[CH:14][C:15]=1[Cl:16]>O1CCCC1>[Cl:9][C:10]1[CH:11]=[C:12]([NH:17][C:18](=[O:19])[O:7][CH2:6][CH2:5][CH:3]2[CH2:4][C:2]2([F:8])[F:1])[CH:13]=[CH:14][C:15]=1[Cl:16]

Participants

4

Reactant 2

HCID 76073,4-Dichlorophenyl isocyanateHCID 142797682-(2,2-Difluorocyclopropyl)ethanol

Product 1

HCID 144585082-(2,2-Difluorocyclopropyl)ethyl 3,4-dichlorophenylcarbamate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2 g (16 mmol) 2-(2,2-Difluorocyclopropyl)ethanol, dissolved in 5 ml tetrahydrofuran (THF) was treated with 3 g (16 mmol) of 3,4-dichlorophenyl isocyanate. After 6 hours reaction time at room temperature, the mixture was concentrated in vacuo and the residue recrystallised from cyclohexane. A sample was analysed by thin layer chromatography (hexane:ethyl acetate=1:1) (Rf=0.54).

Workup

  1. customAfter 6 hours reaction time at room temperature
  2. concentrationthe mixture was concentrated in vacuo
  3. customthe residue recrystallised from cyclohexane

Sources & evidence

ORD record
ord-8a957bf7b8fc4d779fc83155a2087293
Source dataset
uspto-grants-1991_01
Patent number
US04983630

Reaction notes

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