Diazomethane → HCID 19430584, compound

HRID 1077984Notes

Reaction equation

[OH:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]([CH3:15])([CH3:14])[CH2:12][CH3:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[N+](=[CH2:18])=[N-]>>[CH3:18][O:5][C:4](=[O:6])[C:3]1[CH:7]=[C:8]([C:11]([CH3:14])([CH3:15])[CH2:12][CH3:13])[CH:9]=[CH:10][C:2]=1[OH:1]

Participants

Reactant 2

HCID 9550Diazomethane

HCID 2687425-tert-amylsalicylic acid

Product 1

HCID 19430584HCID 19430584, compound

Procedure

Following the procedure of Schmitt et al., Synthesis, 1984, 758-760; and treating the resulting 2-hydroxy-5-(1,1-dimethylpropyl)benzoic acid with diazomethane gave the title compound. 1H NMR (250 MHz, CDCl3) δ10.61 (s, 1H), 7.-75 (d, 1H), 7.44 (dd, 1H), 6.92 (d, 1H), 3.95 (s, 3H), 1.61 (q, 2H), 1.26 (s, 6H), 0.67 (t, 3H).

Workup

customthe procedure of Schmitt et al., Synthesis, 1984, 758-760

Sources & evidence

ORD record: ord-17600ace505d43e3b8a56a5ff7e0f621
Source dataset: uspto-grants-1996_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05545669

Reaction notes

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