Diglycolamine → HCID 178438305, compound

HRID 247603Notes

Reaction equation

[CH2:1]([C:4]12[CH2:10][CH:7]([CH:8]=[CH:9]1)[CH:6]1[C:11]([O:13][C:14](=[O:15])[CH:5]21)=[O:12])[CH:2]=[CH2:3].[CH2:16]([NH2:22])[CH2:17][O:18][CH2:19][CH2:20][OH:21]>>[OH:21][CH2:20][CH2:19][O:18][CH2:17][CH2:16][N:22]=[C:14]([CH:5]1[CH:6]([C:11]([OH:13])=[O:12])[CH:7]2[CH2:10][C:4]1([CH2:1][CH:2]=[CH2:3])[CH:9]=[CH:8]2)[OH:15]

Participants

Reactant 2

HCID 13578Diglycolamine

HCID 54206110Allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride

Product 1

HCID 178438305HCID 178438305, compoundYield 78.4%

Conditions

Temperature: 200 °C

Procedure

120 g of allylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid anhydride are reacted with 67.9 g of diglycolamine at 140° C., the reaction mixture is heated to 200° C. and the pressure is lowered to 10.6 Pa, affording 142.6 g of a yellow oil with a viscosity of 1.55 Pa.s at 25° C. and an n25D of 1.5230.

Sources & evidence

ORD record: ord-e4096e9e61154b6080e34de61b9e121d
Source dataset: uspto-grants-1987_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04709047

Reaction notes

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