2-Propionylbenzoic acid → 1-(1-Hydroxypropyl)-2-hydroxymethylbenzene

HRID 257761Notes

Reaction equation

HRID 257761 reaction equation
[CH3:1][CH2:2][C:3]([C:5]1[C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[OH:4][CH:3]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=1[CH2:11][OH:12])[CH2:2][CH3:1]

Participants

3

Reactant 2

HCID 753842-Propionylbenzoic acidHCID 21226445Aluminium lithium hydride

Product 1

HCID 122580001-(1-Hydroxypropyl)-2-hydroxymethylbenzene

Procedure

This compound was prepared in an analogous manner to Example XI from 10 g (56 mM) of propiophenone-2-carboxylic acid and lithium aluminium hydride to yield the title compound as an oil. 1H-nmr δ (CDCl3) 7.5-7.2 (4H, m); 4.8-4.5 (3H,m); 3.9-3.5 (2H, broad s, exchanges with D2O); 1.9-1.6 (2H, m); 0.86 (3H,t).

Sources & evidence

ORD record
ord-700bd448307e4975b12766ad8fc19fdf
Source dataset
uspto-grants-1993_11
Patent number
US05264436

Reaction notes

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