2-Aminopropanol → HCID 67263088, compound

HRID 1898703Notes

Reaction equation

[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14]([OH:16])=O)[CH2:6][CH2:5]2.C1N=CN(C(N2C=NC=C2)=O)C=1.[NH2:31][CH:32]([CH3:35])[CH2:33][OH:34]>>[OH:1][C:2]1[C:3]([CH3:18])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH3:17])([C:14]([NH:31][CH:32]([CH3:35])[CH2:33][OH:34])=[O:16])[CH2:6][CH2:5]2

Participants

Reactant 3

HCID 51262-Aminopropanol

HCID 40634Trolox

HCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 67263088HCID 67263088, compoundYield 79.4%

Procedure

Following the amide coupling procedure described in protocol A, 500 mg 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (2.00 mmol), 365 mg CDI (2.25 mmol) and 165 mg 2-amino-1-propanol (2.2 mmol) produced 488 mg of 6-hydroxy-N-(1-hydroxypropan-2-yl)-2,5,7,8-tetramethylchroman-2-carboxamide as a pale brown foam.

Sources & evidence

ORD record: ord-99320c7c241949cc9968e7f97e329b08
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08519001B2

Reaction notes

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