Potassium Carbonate → Tert-butyl-7-[(2-(4-bromophenyl)-5-methyl-1,3-oxazol-4-yl)methoxy]chromane-3-carboxylate

HRID 268701Notes

Reaction equation

[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH:7]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][O:9]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Br:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2[O:33][C:34]([CH3:39])=[C:35]([CH2:37]Cl)[N:36]=2)=[CH:28][CH:27]=1>O>[C:15]([O:14][C:12]([CH:7]1[CH2:6][C:5]2[C:10](=[CH:11][C:2]([O:1][CH2:37][C:35]3[N:36]=[C:32]([C:29]4[CH:30]=[CH:31][C:26]([Br:25])=[CH:27][CH:28]=4)[O:33][C:34]=3[CH3:39])=[CH:3][CH:4]=2)[O:9][CH2:8]1)=[O:13])([CH3:18])([CH3:17])[CH3:16]

Participants

Conditions

Temperature: 60 °C

Procedure

To a stirred suspension of tert-butyl 7-hydroxychromane-3-carboxylate (1.1 g, 4.4 mmol) and potassium carbonate (1.1 g, 8 mmol), 2-(4-bromophenyl)-4-(chloromethyl)-5-methyl-1,3-oxazole (1.14 g, 4 mmol) was added and the reaction mixture was stirred at 60° C. for overnight. After the completion of the reaction, water (40 ml) was added and the precipitated product was extracted with ethylacetate (60 ml). The organic layer was washed with 50 ml of water twice and dried. The dried solution was evaporated to give the product as brown solid (1.55 g, 77.4%).

Workup

additionwas added
additionwas added
extractionthe precipitated product was extracted with ethylacetate (60 ml)
washThe organic layer was washed with 50 ml of water twice
customdried
customThe dried solution was evaporated

Sources & evidence

ORD record: ord-a3d340ab3ed64250b45df0e7cea8363c
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07446127B2

Reaction notes

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