Hexane → HCID 131716215, compound

HRID 2106937Notes

Reaction equation

HRID 2106937 reaction equation
[C:1](=[O:4])([O-:3])[NH2:2].[NH4+].[CH2:6]([O:16][CH2:17][CH:18]1[CH2:20][O:19]1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].CCCCCC.C(OC)(C)(C)C>CO>[CH2:6]([O:16][CH2:17][CH:18]([OH:19])[CH2:20][NH3+:2])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[CH2:6]([O:16][CH2:17][CH:18]([OH:19])[CH2:20][NH:2][C:1](=[O:3])[O-:4])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

6

Reactant 4

HCID 8058HexaneHCID 15413tert-Butyl methyl etherHCID 92960Decyl glycidyl etherHCID 517232Ammonium Carbamate

Product 1

HCID 131716215HCID 131716215, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The ammonium carbamate prepared as described above was dissolved in anhydrous methanol (a total of 3.5 L) and transferred to a five liter three-necked round bottom flask equipped with thermometer and magnetic stirrer. (Decyloxy)methyloxirane (150 g, 0.7 mole) was added and the mixture was stirred at ambient temperature for five days, after which no more epoxide could be detected by TLC (silica gel, 4:1 hexane:methyl t-butyl ether, Rf =0.62). A small amount of precipitate was observed. The mixture was cooled to 5° C. and suction filtered on a coarse frit. After drying, 8.2 g of white solid was obtained. The methanol solution was evaporated to dryness on a rotary evaporator at about 5 mm Hg and a bath temperature of about 40° C. The crude substituted ammonium carbamate was obtained as a white solid (161 g, 91%).

Workup

  1. customtransferred to a five liter three-necked round bottom flask
  2. customequipped with thermometer and magnetic stirrer
  3. temperatureThe mixture was cooled to 5° C.
  4. filtrationsuction filtered on a coarse frit
  5. customAfter drying

Sources & evidence

ORD record
ord-1274ca8c9fd74f909e202be20fa3f308
Source dataset
uspto-grants-1990_06
Patent number
US04931596

Reaction notes

Loading…