Diisobutylaluminumhydride → 1-(Trifluoromethyl)cyclopropanecarboxaldehyde
Reaction equation
CON(C)[C:4]([C:6]1([C:9]([F:12])([F:11])[F:10])[CH2:8][CH2:7]1)=[O:5].[H-].C([Al+]CC(C)C)C(C)C>C(Cl)Cl>[F:10][C:9]([F:12])([F:11])[C:6]1([CH:4]=[O:5])[CH2:8][CH2:7]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a stirred solution of compound A103-1 (164 mg, 0.832 mmol) in DCM (2 mL) was added diisobutylaluminum hydride (1 M in hexane, 1.0 mL, 1.0 mmol) at −78° C. under nitrogen atmosphere. After 0.5 h, the mixture was allowed to warm to 0° C. and stirred for 0.5 h. The reaction mixture was quenched with sat. KHSO4 aq. (10 mL) and extracted with DCM (2×4 mL). The combined organic layers were directly used in the next step without further purification.
Workup
- customThe reaction mixture was quenched with sat. KHSO4 aq. (10 mL)
- extractionextracted with DCM (2×4 mL)
- customThe combined organic layers were directly used in the next step without further purification
Sources & evidence
- ORD record
- ord-4ab3b65041f245cb860bc5961bff4bed
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09365522B2
Reaction notes
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