Diazomethane → HCID 19430584, compound

HRID 2399282Notes

Reaction equation

HRID 2399282 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

3

Reactant 2

HCID 9550DiazomethaneHCID 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

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

Sources & evidence

ORD record
ord-f44abc08b31b45d3b04d675e1f275aaa
Source dataset
uspto-grants-1995_09
Patent number
US05447957

Reaction notes

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