Cesium carbonate → HCID 89851692, compound

HRID 1771422Notes

Reaction equation

HRID 1771422 reaction equation
Br[C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][O:6][CH:7]2[C:12]([O:14]CC)=[O:13].[C:17](=[O:20])([O-])[O-].[Cs+].[Cs+].[CH3:23]C1C=NC2C(C=1C)=CC=C1C=2N=CC(C)=C1C>[Cu]I.C(O)C>[CH2:17]([O:20][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][O:6][CH:7]2[C:12]([OH:14])=[O:13])[CH3:23]

Participants

6

Reactant 3

HCID 10796Cesium carbonateHCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineHCID 77230653HCID 77230653, compound

Product 1

HCID 89851692HCID 89851692, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 702EthanolSolvent

Conditions

Temperature
160 °C

Procedure

The mixture of ethyl 5-bromoisochroman-1-carboxylate (1.0 g, synthesis methods A1 and A2), cesium carbonate (4.57 g), 3,4,7,8-tetramethyl-1,10-phenanthroline (332 mg), copper (I) iodide (134 mg) and ethanol (10 ml) was heated in microwave reactor at 160° C. Methanol was evaporated and the title compound was isolated and purified with separation method B. (Yield 400 mg).

Workup

  1. customMethanol was evaporated

Sources & evidence

ORD record
ord-e3ed47cfbcf84cc5ace2c397c11cdb5f
Source dataset
uspto-grants-2016_02
Patent number
US09249127B2

Reaction notes

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