Citric Acid → HCID 15675459, compound
Reaction equation
[CH2:1]([NH:11][OH:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C(N(CC)CC)C.[CH3:20][N:21]([CH3:25])[C:22](Cl)=[O:23].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C1COCC1.CCCCC>[CH3:20][N:21]([CH3:25])[C:22]([N:11]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[OH:12])=[O:23]Participants
7
Conditions
- Temperature
- 5 °C
Procedure
To a stirred slurry of N-decylhydroxylamine (1.71 g, 9.91 mmol) in the THF (20 ml) at room temperature under nitrogen was added triethylamine (1.51 ml, 1.1 equiv.). The reaction mixture was cooled to 5° C. and dimethyl carbamyl chloride (0.92 ml, 1.05 equiv.) was added dropwise over five minutes. After stirring for two hours, the mixture was poured into 1% aqueous citric acid, and worked up as in Example 1 above. Trituration with pentane gave the named compound as a white solid (2.15 g, 89% Yield), mp 44°-45° C.
Sources & evidence
- ORD record
- ord-3c0137cabd8349a4b35a6677de3f33c5
- Source dataset
- uspto-grants-1991_11
- Patent number
- US05066658
Reaction notes
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