Sodium Hydroxide → HCID 66828384, compound
Reaction equation
[N:1]([CH2:4][C:5]([O:7]CC)=[O:6])=[C:2]=[O:3].Cl.O1CCOCC1.[CH3:17][C:18]1([OH:23])[CH2:22][CH2:21][CH2:20][CH2:19]1.[OH-].[Na+]>ClCCl.CO>[CH3:17][C:18]1([O:23][C:2]([NH:1][CH2:4][C:5]([OH:7])=[O:6])=[O:3])[CH2:22][CH2:21][CH2:20][CH2:19]1Participants
Procedure
500 mg (3.87 mmol) of ethyl isocyanatoacetate was dissolved in 5 ml of dichloromethane. 0.05 ml of 4 N hydrochloric acid/1,4-dioxane solution was added to the obtained solution. 465 mg (4.64 mmol) of 1-methylcyclopentanol was added to the resultant mixture, and they were stirred for 3 hours 30 minutes. 10 ml of methanol and 12 ml of 1 N aqueous sodium hydroxide solution were added thereto and they were stirred for 15 minutes. The organic solvent was evaporated under reduced pressure. After extracting with dichloromethane twice, the aqueous layer was neutralized with 1 N aqueous hydrochloric acid solution. The product was extracted with dichloromethane 3 times and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain the title compound. The product was subjected to the next reaction without any purification.
Workup
- stirringthey were stirred for 15 minutes
- customThe organic solvent was evaporated under reduced pressure
- extractionAfter extracting with dichloromethane twice
- extractionThe product was extracted with dichloromethane 3 times
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-3d4c696dd55e46f7bc5a1adb8f941a9d
- Source dataset
- uspto-grants-2008_12
- Patent number
- US07462630B2
Reaction notes
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