3-Methyl-3-pentanol → HCID 86211537, compound

HRID 2061230Notes

Reaction equation

HRID 2061230 reaction equation
[N:1]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[C:2]=[O:3].Cl.O1CCOCC1.[CH3:17][C:18]([OH:23])([CH2:21][CH3:22])[CH2:19][CH3:20]>ClCCl>[CH2:19]([C:18]([CH3:17])([O:23][C:2]([NH:1][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:3])[CH2:21][CH3:22])[CH3:20]

Participants

5

Reactant 3

HCID 64933-Methyl-3-pentanolHCID 76283Ethyl isocyanatoacetateHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 86211537HCID 86211537, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.500 ml (4.01 mmol) of ethyl isocyanatoacetate was dissolved in dichloromethane. 0.05 ml of 4 N hydrochloric acid/1,4-dioxane solution was added to the obtained solution, and they were stirred at room temperature for 5 minutes. 0.547 ml (4.41 mmol) of 3-methyl-3-pentanol was added to the reaction mixture, and they were stirred overnight. After the concentration under reduced pressure, ethyl acetate was added to the reaction mixture, and they were washed with saturated aqueous sodium hydrogencarbonate solution, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was washed with diethyl ether. The filtrate was concentrated under reduced pressure to obtain the title compound.

Workup

  1. stirringwere stirred overnight
  2. concentrationAfter the concentration under reduced pressure, ethyl acetate
  3. additionwas added to the reaction mixture, and they
  4. washwere washed with saturated aqueous sodium hydrogencarbonate solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. washThe residue was washed with diethyl ether
  8. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-116a8a984cf34a56ac9985fe05f815c0
Source dataset
uspto-grants-2012_10
Patent number
US08278329B2

Reaction notes

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