Water → HCID 67957780, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:11]2([C:14]([O:16]C(C)(C)C)=[O:15])[CH2:13][CH2:12]2)[CH2:9][CH3:10])=[CH:4][CH:3]=1.[B-](F)(F)(F)F.[N:26]#[O+:27].[OH2:28]>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:11]2([C:14]([OH:16])=[O:15])[CH2:13][CH2:12]2)[CH2:9][CH3:10])=[CH:4][C:3]=1[N+:26]([O-:28])=[O:27]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
262 mg (0.89 mmol) of tert-butyl 1-[1-(4-chlorophenyl)propyl]cyclopropanecarboxylate were dissolved in 8 ml of dichloromethane, the mixture was cooled to 0° C. and 284 mg (2.14 mmol) of nitrosyl tetrafluoroborate were added a little at a time. The reaction solution was then stirred at a temperature between −10° C. and 0° C. for four hours. The reaction mixture was then added to water and extracted three times with dichloromethane. The combined organic phases were dried over magnesium sulphate and concentrated under reduced pressure. This gave 262 mg of the target product, which was used without further purification in the subsequent step.
Workup
- extractionextracted three times with dichloromethane
- dry with materialThe combined organic phases were dried over magnesium sulphate
- concentrationconcentrated under reduced pressure
- customThis gave 262 mg of the target product, which was used without further purification in the subsequent step
Sources & evidence
- ORD record
- ord-75c97c672d7149f285bf83d3a6434880
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09018258B2
Reaction notes
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