Dimethyl Sulfoxide → HCID 84081982, compound
Reaction equation
[CH2:1]([C:3]1(CO)[CH2:6][O:5][CH2:4]1)[CH3:2].C(N([CH2:14][CH3:15])CC)C.[C-]#N.[Na+].CC(C[AlH]CC(C)C)C.CS(C)=[O:30]>ClCCl>[CH2:1]([C:3]1([CH2:14][CH:15]=[O:30])[CH2:6][O:5][CH2:4]1)[CH3:2]Participants
7
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Procedure
Step A In a manner similar to the methods described in Example 112a Step A. Step B., and Step C., 3-ethyl-3-oxetanemethanol (TCI-US) (3.5 g, 30 mmol) was reacted with triethylamine (6.6 g, 60 mmol) and treated with NaCN (2.2 g, 46 mmol) in anhydrous dimethyl sulfoxide at 130° C., followed by the reaction with DIBAL (1 M in heptane, 27 mL, 27 mmol) in dichloromethane at 0° C. to give (3-ethyl-oxetan-3-yl)-acetaldehyde as a light yellow oil (Yield: 2.5 g, 26% for three steps).
Sources & evidence
- ORD record
- ord-0b51085859ac41bfa32d0e3419a2fec0
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08354444B2
Reaction notes
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