Boron tribromide → HCID 18372862, compound

HRID 2301354Notes

Reaction equation

HRID 2301354 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:11][C:12]4[C:17]([C:18](=[O:21])[C:19]=3[OH:20])=[C:16]([O:22][CH3:23])[CH:15]=[CH:14][CH:13]=4)=[CH:9][C:4]=2[O:3]C1.B(Br)(Br)Br>>[OH:3][C:4]1[CH:9]=[C:8]([C:10]2[O:11][C:12]3[C:17]([C:18](=[O:21])[C:19]=2[OH:20])=[C:16]([O:22][CH3:23])[CH:15]=[CH:14][CH:13]=3)[CH:7]=[CH:6][C:5]=1[OH:1]

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 98397442-(1,3-Benzodioxol-5-yl)-3-hydroxy-5-methoxy-4H-1-benzopyran-4-one

Product 1

HCID 18372862HCID 18372862, compoundYield 40,315,552%

Procedure

The reaction was conducted according to the same procedure as Example 57 except that 60 mg (190 pmol) of the compound obtained in Example 4 instead of the compound obtained in Example 12 and 1.5 molar equivalents of boron tribromide (BBr3) were used. Then the resulting product was separated by preparative TLC to give 23 mg of the title compound in a yield of 40%.

Workup

  1. customThen the resulting product was separated by preparative TLC

Sources & evidence

ORD record
ord-5c2757a6cef243a382d8ab72d0febe8f
Source dataset
uspto-grants-2002_12
Patent number
US06500846B1

Reaction notes

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