Citric Acid → HCID 22340959, compound
Reaction equation
[OH:1][CH:2]([CH:6]([CH3:8])[CH3:7])[C:3](O)=[O:4].C[Si](Cl)(C)C.C(Cl)(=O)C(Cl)=O.[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>ClCCl.CO.N1C=CC=CC=1.CN(C)C=O>[OH:1][CH:2]([CH:6]([CH3:8])[CH3:7])[C:3]([N:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1)=[O:4]Participants
10
Reactant 5
Product 1
Reagents, catalysts & solvents 4
Procedure
According to Reference Example 8-56, 2-hydroxy-3-methylbutyric acid (1.00 g, 8.47 mmol) was dissolved in dichloromethane (15 mL), and the solution was stirred with pyridine (1.37 mL, 16.9 mmol) DMAP (103 mg, 0.847 mmol), trimethylsilyl chloride (2.15 mL, 16.9 mmol), N,N-dimethylformamide (0.100 mL), oxalyl chloride (0.776 mL, 8.89 mmol), a pyridine solution (2.26 mL) of morpholine (0.813 mL, 9.32 mmol) and a methanol solution (10 mL) of citric acid (1.79 g, 9.32 mmol). Thus, 2-hydroxy-3-methyl-1-morpholinobutan-1-one (Compound EO) (933 mg, yield: 59%) was obtained.
Sources & evidence
- ORD record
- ord-d6df0f599aa7462395609235bb86950c
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08673908B2
Reaction notes
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