Cesium carbonate → HCID 17975805, compound

HRID 2108847Notes

Reaction equation

HRID 2108847 reaction equation
[OH:1][C:2]1[C:3](=[O:16])[CH:4]=[C:5]([CH2:8][O:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)[O:6][CH:7]=1.C([O-])([O-])=O.[Cs+].[Cs+].[Br:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]Br>>[Br:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][O:1][C:2]1[C:3](=[O:16])[CH:4]=[C:5]([CH2:8][O:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)[O:6][CH:7]=1

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 783091,7-DibromoheptaneHCID 137117895-Hydroxy-2-{[(oxan-2-yl)oxy]methyl}-4H-pyran-4-one

Product 1

HCID 17975805HCID 17975805, compoundYield 78%

Conditions

Temperature
80 °C

Procedure

The compound was prepared according to example 11 procedure using 5-hydroxy-2-(tetrahydro-pyran-2-yloxymethyl)-4H-pyran-4-one (1.00 g, 4.42 mmol), Cs2CO3 (1.58 g, 4.86 mmol) and 1,7-dibromoheptane (2.5 mL, 14.6 mmol). The sealed tube was heated at 80° C. for 2 h 30. A white solid 5-(7-bromo-heptyloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-4H-pyran-4-one 4 was obtained (1.40 g, 78% yield).

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-c5e4965ae92e41d0a6cbd2bff8c6d676
Source dataset
uspto-grants-2009_04
Patent number
US07514432B2

Reaction notes

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