1,4-Dibromobutane → HCID 12148990, compound

HRID 2108842Notes

Reaction equation

HRID 2108842 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]Br>>[Br:23][CH2:24][CH2:25][CH2:26][CH2:27][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 80561,4-DibromobutaneHCID 10796Cesium carbonateHCID 137117895-Hydroxy-2-{[(oxan-2-yl)oxy]methyl}-4H-pyran-4-one

Product 1

HCID 12148990HCID 12148990, compoundYield 71%

Conditions

Temperature
80 °C

Procedure

The compound was prepared according to example 11 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 1,4-dibromobutane (2.00 mL, 16.7 mmol). The sealed tube was heated at 80° C. for 2 h 30. A white solid 2 was obtained (1.14 g, 71% yield).

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-48419d700b3c4de6a9b77a70a1501287
Source dataset
uspto-grants-2009_04
Patent number
US07514432B2

Reaction notes

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