HCID 67356150, compound → 6-hydroxy-3-methyl-1,3-benzoxazol-2(3H)-one

HRID 1965262Notes

Reaction equation

HRID 1965262 reaction equation
[Si]([O:8][C:9]1[CH:19]=[CH:18][C:12]2[N:13]([CH3:17])[C:14](=[O:16])[O:15][C:11]=2[CH:10]=1)(C(C)(C)C)(C)C.[Si](OC1C=CC2OC(=O)N(C)C=2C=1)(C(C)(C)C)(C)C>>[OH:8][C:9]1[CH:19]=[CH:18][C:12]2[N:13]([CH3:17])[C:14](=[O:16])[O:15][C:11]=2[CH:10]=1

Participants

3

Reactant 2

HCID 67356150HCID 67356150, compoundHCID 673568635-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-1,3-benzoxazol-2(3H)-one

Product 1

HCID 109865996-hydroxy-3-methyl-1,3-benzoxazol-2(3H)-one

Procedure

Following the procedure as described in PREPARATION 19C, and making non-critical variations using 6-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-1,3-benzoxazol-2(3H)-one to replace 5-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-1,3-benzoxazol-2(3H)-one, 6-hydroxy-3-methyl-1,3-benzoxazol-2(3H)-one was obtained (99%) as a tan solid: 1H NMR (300 MHz, DMSO-d6) δ9.50 (br s, 1H), 7.02 (d, J=8.4 Hz, 1H), 6.75 (d, J=2.1 Hz, 1H), 6.62 (dd, J=8.4, 2.1 Hz, 1H), 3.27 (s, 3H); MS (ES−) m/z 164.2 (M−1).

Sources & evidence

ORD record
ord-f4f78903977d4323bec6b6abe49f82e0
Source dataset
uspto-grants-2013_04
Patent number
US08415370B2

Reaction notes

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