Hydrochloric Acid → HCID 53689554, compound

HRID 929499Notes

Reaction equation

HRID 929499 reaction equation
C([O:3][CH:4](OCC)[CH2:5][NH:6][C:7](=[O:11])[O:8][CH2:9][CH3:10])C.Cl.O>C1COCC1>[O:3]=[CH:4][CH2:5][NH:6][C:7](=[O:11])[O:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 12509705Ethyl (2,2-diethoxyethyl)carbamate

Product 1

HCID 53689554HCID 53689554, compoundYield 28.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

A solution of ethyl (2,2-diethoxyethyl)carbamate (2.0 g, 0.0097 mol.)) in 5 mL of THF at 0° C. was added HCl (10 mL, 2.0 eq) and then H2O (0.17 mL). The solution was then stirred for 4 h at 0° C. the solvent was evaporated at room temperature and solid NaHCO3 was added, filtration and concentration to give after silica gel chromatography ethyl (2-oxoethyl)carbamate as a colorless oil (0.36 g, 28%). 1HNMR (400 MHz), CDCl3: δ 1.19 (t, J=7.2 Hz, 3H); 4.05-4.10 (m, 4H); 5.44 (sbr, 1H); 9.60 (s, 1H).

Workup

  1. customwas evaporated at room temperature
  2. additionsolid NaHCO3 was added
  3. filtrationfiltration and concentration

Sources & evidence

ORD record
ord-d7b833d9a4434eab91ec206d3e6d1288
Source dataset
uspto-grants-2016_03
Patent number
US09296681B2

Reaction notes

Loading…