Ethanolamine → N-(2-Hydroxyethyl)phthalimide

HRID 744883Notes

Reaction equation

HRID 744883 reaction equation
[N+](C1C=CC(COC(N2C[C@@H](S)C[C@H]2C(N2CCN(C(=O)COCCNC(OCC3C=CC([N+]([O-])=O)=CC=3)=O)CC2)=O)=O)=CC=1)([O-])=O.[CH2:48]([CH2:50][NH2:51])[OH:49].[C:52]1(=O)[O:57][C:55](=[O:56])[C:54]2=[CH:58][CH:59]=[CH:60][CH:61]=[C:53]12>C1(C)C=CC=CC=1>[C:52]1(=[O:57])[N:51]([CH2:50][CH2:48][OH:49])[C:55](=[O:56])[C:54]2=[CH:58][CH:59]=[CH:60][CH:61]=[C:53]12

Participants

5

Reactant 3

HCID 700EthanolamineHCID 6811Phthalic AnhydrideHCID 57119487HCID 57119487, compound

Product 1

HCID 77499N-(2-Hydroxyethyl)phthalimide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

(2S, 4S )-1-(p-nitrobenzyloxycarbonyl)-2-(4-(2-(2-(p-nitrobenzyloxycarbonylamino) ethoxy)acetyl)piperazine-1-yl) carbonyl-4-mercaptopyrrolidine ##STR12## 1) A 6.11 g portion of ethanolamine and 14.81 g of phthalic anhydride were stirred in 100 ml of toluene for 3 hours with heating. After concentration of the reaction solution, a residue was crystallized from chloroform, collected by filtration and then dried to yield 17.2 g of white 2-phthalimidoethanol.

Workup

  1. temperaturewith heating
  2. customAfter concentration of the reaction solution, a residue was crystallized from chloroform
  3. filtrationcollected by filtration
  4. customdried

Sources & evidence

ORD record
ord-dcef39406c91414b9c276b72631c9793
Source dataset
uspto-grants-1996_09
Patent number
US05559224

Reaction notes

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