2-(Methylamino)ethanol → N-Cbz-N-methyl-2-aminoethanol

HRID 1285104Notes

Reaction equation

HRID 1285104 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][OH:5].C(N(CC)CC)C.[CH2:13]([O:20][C:21](Cl)=[O:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(Cl)(Cl)Cl>[CH2:13]([O:20][C:21]([N:2]([CH3:1])[CH2:3][CH2:4][OH:5])=[O:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 80162-(Methylamino)ethanolHCID 8471TriethylamineHCID 10387Benzyl chloroformate

Product 1

HCID 13279869N-Cbz-N-methyl-2-aminoethanol

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

75 g of 2-methylaminoethanol and 101 g of triethyl amine are mixed with 1000 ml of absolute chloroform. 171 g of chloroformic acid benzyl ester are added dropwise to this solution at about 20° C. The mixture is stirred for 1 hour at room temperature, washed with water, diluted hydrochloric acid and again with water and dried over sodium sulphate. After evaporation of the solvent in vacuo 173 g of oil remain.

Workup

  1. washwashed with water, diluted hydrochloric acid and again with water
  2. dry with materialdried over sodium sulphate
  3. customAfter evaporation of the solvent in vacuo 173 g of oil

Sources & evidence

ORD record
ord-773183bd8f2a4a42bfa3ba1e3a925f04
Source dataset
uspto-grants-1986_01
Patent number
US04565659

Reaction notes

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