Hydrochloric Acid → 3-(4,4,4-Trifluoro-3-oxo-1-butenyl)-2-propenenitrile
Reaction equation
CC(C)([O-])C.[K+].N[CH:8]=[CH:9][C:10](=[O:15])[C:11]([F:14])([F:13])[F:12].CO[CH:18](OC)[CH2:19][C:20]#[N:21].Cl>C(COC)OC>[F:12][C:11]([F:14])([F:13])[C:10](=[O:15])[CH:9]=[CH:8][CH:18]=[CH:19][C:20]#[N:21]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
In a three-necked flask, 61.6 g (0.55 mol) of potassium tert-butoxide were introduced into 250 ml of dimethoxyethane under N2 and the solution was cooled to 0° C. 4-Amino-1,1,1-trifluoro-3-buten-2-one, 69.5 g (0.5 mol), was added dropwise at this temperature in the course of 30 min and then 60.3 g (0.525 mol) of 3,3-dimethoxypropionitrile were added dropwise. The mixture was then stirred at 30° C. for 3-4 h. The reaction mixture was added to ice and acidified to pH 3-4 using HCl. The precipitate was filtered off and washed with water. 71 g of product (75%), mp: 123-126° C.
Workup
- additionThe reaction mixture was added to ice
- filtrationThe precipitate was filtered off
- washwashed with water
Sources & evidence
- ORD record
- ord-db5e0754121941e1ba84ed757dbeff4b
- Source dataset
- uspto-grants-2003_04
- Patent number
- US06541640B2
Reaction notes
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