Ethylenediamine → 3-beta-Aminoethylamino-1-(benzodioxan-5-yloxy)-2-propanol

HRID 2166530Notes

Reaction equation

HRID 2166530 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([O:11][CH2:12][CH:13]3[O:15][CH2:14]3)[C:5]=2[O:4][CH2:3][CH2:2]1.[CH2:16]([NH2:19])[CH2:17][NH2:18]>>[NH2:18][CH2:17][CH2:16][NH:19][CH2:14][CH:13]([OH:15])[CH2:12][O:11][C:10]1[C:5]2[O:4][CH2:3][CH2:2][O:1][C:6]=2[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 37114295-(Oxiran-2-ylmethoxy)-2,3-dihydro-1,4-benzodioxine

Product 1

HCID 130640833-beta-Aminoethylamino-1-(benzodioxan-5-yloxy)-2-propanol

Procedure

A mixture of 20.8 g. of 1-(benzodioxan-5-yloxy)-2,3-epoxypropane and 120 g. of ethylenediamine is heated at 90° C. for 18 hours and is then evaporated to dryness under reduced pressure. The residue is stirred with 100 ml. of water and the mixture is extracted four times with 100 ml. of chloroform each time. The combined chloroform extracts are dried and evaporated to dryness under reduced pressure and there is thus obtained as residue 3-β-aminoethylamino-1-(benzodioxan-5-yloxy)-2-propanol.

Workup

  1. additionA mixture of 20.8 g
  2. customis then evaporated to dryness under reduced pressure
  3. extractionof water and the mixture is extracted four times with 100 ml
  4. dry with materialThe combined chloroform extracts are dried
  5. customevaporated to dryness under reduced pressure and there

Sources & evidence

ORD record
ord-7541615c0826444fb0008f4e18dfa0d8
Source dataset
uspto-grants-1983_06
Patent number
US04387099

Reaction notes

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