2-Amino-2-methyl-1-propanol → HCID 10420627, compound

HRID 1981181Notes

Reaction equation

HRID 1981181 reaction equation
[OH:1][CH2:2][C:3]([CH3:6])([NH2:5])[CH3:4].[Br:7][CH2:8][C:9](Br)=[O:10]>C(Cl)Cl>[OH:1][CH2:2][C:3]([NH:5][C:9](=[O:10])[CH2:8][Br:7])([CH3:6])[CH3:4]

Participants

4

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 61147Bromoacetyl bromide

Product 1

HCID 10420627HCID 10420627, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

35.6 g (0.4 mol) of 1-hydroxy-2-methyl-2-aminopropane are dissolved in 100 ml of absolute methylene chloride, the solution is cooled to 0° C., and 40.4 g (0.2 mol) of bromoacetyl bromide, dissolved in 100 ml of methylene chloride, are added dropwise to this solution in the course of 3 hours 50 minutes, in the absence of moisture and while maintaining the temperature of 0° C. The mixture is allowed to react further for 2 hours at room temperature. The 1-hydroxy-2-methyl-2-aminopropane hydrobromide is filtered off under suction and washed with methylene chloride. The plate yellow oil obtained from the filtrate by evaporating off the solvent is chromatographed over silica gel, using ethylene chloride/isopropanol (95:5; 9:1; 4:1).

Workup

  1. additionare added dropwise to this solution in the course of 3 hours 50 minutes, in the absence of moisture
  2. temperaturewhile maintaining the temperature of 0° C
  3. customto react further for 2 hours at room temperature
  4. filtrationThe 1-hydroxy-2-methyl-2-aminopropane hydrobromide is filtered off under suction
  5. washwashed with methylene chloride
  6. customThe plate yellow oil obtained from the filtrate
  7. customby evaporating off the solvent
  8. customis chromatographed over silica gel

Sources & evidence

ORD record
ord-181cc548bacd4864bcebb28d9f60ca88
Source dataset
uspto-grants-1985_04
Patent number
US04513004

Reaction notes

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