Ethanol, 1-bromo- → HCID 86749195, compound

HRID 374744Notes

Reaction equation

HRID 374744 reaction equation
[C:1]([O:5][C:6]([CH2:8][N:9]([CH2:41][C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:10][CH2:11][N:12]([CH2:38][CH2:39][NH2:40])[CH2:13][CH2:14][N:15]([CH2:35][CH2:36][NH2:37])[CH2:16][CH2:17][N:18]([CH2:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH:50]([OH:52])[CH3:51]>C(#N)C.C(=O)([O-])[O-].[K+].[K+]>[C:45]([O:44][C:42]([CH2:41][N:9]([CH2:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:10][CH2:11][N:12]([CH2:38][CH2:39][N:40]([CH2:19][CH2:20][OH:21])[CH2:8][CH2:6][OH:7])[CH2:13][CH2:14][N:15]([CH2:35][CH2:36][N:37]([CH2:2][CH2:1][OH:5])[CH2:51][CH2:50][OH:52])[CH2:16][CH2:17][N:18]([CH2:27][C:28]([O:30][C:31]([CH3:32])([CH3:33])[CH3:34])=[O:29])[CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])=[O:43])([CH3:48])([CH3:47])[CH3:46]

Participants

5

Reactant 2

HCID 14202443Ethanol, 1-bromo-HCID 86749196HCID 86749196, compound

Product 1

HCID 86749195HCID 86749195, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolvent2×HCID 11430Potassium CarbonateSolvent

Procedure

N,N,N"',N"'-tetra(t-butyloxycarbonylmethyl)-N',N"-di(2-aminoethyl)-triethylenetetramine is dissolved in acetonitrile with an excess of potassium carbonate, and a solution of bromoethanol (3 equivalents) in acetonitrile is added dropwise with stirring; the solution is then heated to reflux for 18 hours. The reaction mixture is then filtered and the filtrate evaporated to dryness to give N,N,N"',N"'-tetra(t-butyloxycarbonylmethyl)-N',N"-di(N,N-bis(2-hydroxyethyl)-2-aminoethyl)-triethylenetetramine.

Workup

  1. temperaturethe solution is then heated
  2. temperatureto reflux for 18 hours
  3. filtrationThe reaction mixture is then filtered
  4. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-a6d21f26280949e4a209a13e1c5ce48c
Source dataset
uspto-grants-1996_01
Patent number
US05482699

Reaction notes

Loading…