2-Bromopropane → HCID 21243551, compound

HRID 621813Notes

Reaction equation

HRID 621813 reaction equation
[OH:1][C:2]1[C:6]([OH:7])=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:4][C:3]=1[C:14]([O:16][CH3:17])=[O:15].C[C:19]([CH3:22])([O-])[CH3:20].[K+].Br[CH:25]([CH3:27])[CH3:26]>CS(C)=O>[CH:19]([O:1][C:2]1[C:6]([O:7][CH:25]([CH3:27])[CH3:26])=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:4][C:3]=1[C:14]([O:16][CH3:17])=[O:15])([CH3:22])[CH3:20]

Participants

5

Reactant 3

HCID 63582-BromopropaneHCID 23665647Potassium tert-butoxideHCID 54697141HCID 54697141, compound

Product 1

HCID 21243551HCID 21243551, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Following the procedure described in Example 119, methyl 3,4-dihydroxy-5-phenyl-2-furancarboxylate (4.80 g, 21.6 mmol is treated with potassium tert-butoxide (5.85 g, 52.3 mmol, 1.21 equiv) and 2-bromopropane (21.0 g, 170.4 mmol, 3.94 equiv) in dimethyl sulfoxide (70 mL) at room temperature for 6.5 hours to give 5.62 g of crude methyl 3,4-diisopropoxy-5-phenyl-2-furancarboxylate as a red oil.

Sources & evidence

ORD record
ord-704218b923d24aeb901ff859dcaf6068
Source dataset
uspto-grants-1989_04
Patent number
US04824958

Reaction notes

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