7-METHYLBENZO[D]ISOXAZOL-3-OL synthesis
- Product Name:7-METHYLBENZO[D]ISOXAZOL-3-OL
- CAS Number:36238-83-2
- Molecular formula:C8H7NO2
- Molecular Weight:149.15
26071-07-8
4 suppliers
inquiry
36238-83-2
47 suppliers
$29.00/50mg
Yield:36238-83-2 93%
Reaction Conditions:
with di-isopropyl azodicarboxylate;triphenylphosphine in tetrahydrofuran at 20; for 0.533333 h;Inert atmosphere;Mitsunobu Displacement;
Steps:
Typical procedure
General procedure: Salicylhydroxamic acid 1a (77 mg, 0.5 mmol, 1 equiv) was dissolved in anhydrous THF (7 mL) under an inert (N2) atmosphere. Triphenylphosphine (164 mg, 0.625 mmol, 1.25 equiv) was then added. After 2 min, DIAD (123 lL, 0.625 mmol, 1.25 equiv) was added dropwise. TLC (Hex/EtOAc, 1:3) after 30 min revealed the reaction was complete. The THF was removed in vacuo. The residue was partitioned between 0.1 M NaOH (50 mL)and CH2Cl2 (100 mL). The organic layer was separated, then the aqueous layerwas washed a further three times with CH2Cl2 (100 mL). The aqueous layer was acidified with 1 M HCl (10 mL), then extracted into CH2Cl2 (2 100 mL),washed with brine (50 mL), dried (Na2SO4), filtered and concentrated to yield the 3-hydroxybenzisoxazole 2a.
References:
Van Eker, Daniel;Chauhan, Jay;Murphy, William A.;Conlon, Ivie L.;Fletcher, Steven [Tetrahedron Letters,2016,vol. 57,# 48,p. 5301 - 5303]
83-40-9
349 suppliers
$5.00/1g
36238-83-2
47 suppliers
$29.00/50mg
23287-26-5
121 suppliers
$30.00/1g
36238-83-2
47 suppliers
$29.00/50mg