4-Formyl-3-hydroxybenzoic acid → 3-Ethyl-4-formyl-benzoic acid

HRID 1958807Notes

Reaction equation

HRID 1958807 reaction equation
[CH2:1](C1C=CC(C(O)=O)=CC=1C=O)[CH3:2].[CH:14]([C:16]1[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][C:17]=1O)=[O:15].C([Zn]CC)C>>[CH2:1]([C:17]1[CH:18]=[C:19]([CH:23]=[CH:24][C:16]=1[CH:14]=[O:15])[C:20]([OH:22])=[O:21])[CH3:2]

Participants

4

Reactant 3

HCID 3175084-Formyl-3-hydroxybenzoic acidHCID 866505093-Formyl-4-ethyl-benzoic acidHCID 178418750HCID 178418750, compound

Product 1

HCID 866505103-Ethyl-4-formyl-benzoic acid

Procedure

The title compound was prepared in analogy to 4-ethyl-3-formyl benzoic acid starting from 4-formyl-3-hydroxy-benzoic acid and using diethyl zinc in step b). LC-MS*: tR=0.38 min, [M−H]−=177.28; 1H NMR (D6-DMSO): δ 1.21 (t, J=7.5 Hz, 3H), 3.10 (q, J=7.3 Hz, 2H), 7.93 (s, 1H), 7.94 (s, 2H), 10.34 (s, 1H), 13.36 (br s, 1H).

Sources & evidence

ORD record
ord-27a410e8a0c8425a82ed21f81c36113b
Source dataset
uspto-grants-2013_04
Patent number
US08410151B2

Reaction notes

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