3-Formyl-4-methylbenzoic acid → HCID 86650509, compound

HRID 1958806Notes

Reaction equation

HRID 1958806 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:6]([OH:8])=[O:7])=[O:2].[CH2:13]([Zn]CC)C>>[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH2:12][CH3:13])[C:6]([OH:8])=[O:7])=[O:2]

Participants

3

Reactant 2

HCID 190191913-Formyl-4-methylbenzoic acidHCID 178418750HCID 178418750, compound

Product 1

HCID 86650509HCID 86650509, compound

Procedure

The title compound is prepared in analogy to 3-formyl-4-methyl-benzoic acid using diethyl zinc in step b). LC-MS*: tR=0.45 min, [M−H]−=177.30; 1H NMR (D6-DMSO): δ 1.21 (t, J=7.5 Hz, 3H), 3.10 (q, J=7.5 Hz, 2H), 7.53 (d, J=8.0 Hz, 1H), 8.11 (dd, J=7.8, 1.5 Hz, 1H), 8.39 (d, J=1.3 Hz, 1H), 10.30 (s, 1H), 13.10 (br s, 1H).

Sources & evidence

ORD record
ord-9c09280a4b994daba69e92c8d92dbf8a
Source dataset
uspto-grants-2013_04
Patent number
US08410151B2

Reaction notes

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