6-CHLORO-4-CHLOROMETHYL-7-HYDROXY-CHROMEN-2-ONE → HCID 18410354, compound

HRID 993354Notes

Reaction equation

HRID 993354 reaction equation
[Br:1][C:2]1[C:3](=[O:17])[O:4][C:5]2[C:10]([C:11]=1[CH2:12]Cl)=[CH:9][C:8]([Br:14])=[C:7]([OH:15])[C:6]=2[Br:16].ClC1C=C2C(=CC=1O)[O:25][C:24](=[O:30])[CH:23]=C2CCl>>[C:24]([O:30][CH2:12][C:11]1[C:10]2[C:5](=[C:6]([Br:16])[C:7]([OH:15])=[C:8]([Br:14])[CH:9]=2)[O:4][C:3](=[O:17])[C:2]=1[Br:1])(=[O:25])[CH3:23]

Participants

3

Reactant 2

HCID 54239766-CHLORO-4-CHLOROMETHYL-7-HYDROXY-CHROMEN-2-ONEHCID 18410352HCID 18410352, compound

Product 1

HCID 18410354HCID 18410354, compoundYield 30%

Procedure

This compound was prepared by the same method as compound 4, starting with compound 13 rather than compound 12, to yield 34.5 mg (73.3 mmol, 30% yield) of compound 6 as an oil. 1H NMR (CDCl3+5% CD3OD) δ 7.88 (1H, s), 5.42 (2H, s), 2.11 (3H, s); MS (ES, negative) 466.9, 468.9, 470.9 and 472.9; UV (KMOPS, pH 7.2) λmax (ε) 397 nm (15,900 M−1cm−1).

Workup

  1. customThis compound was prepared by the same method as compound 4

Sources & evidence

ORD record
ord-4176d11af5df4a4d83f986bced0b4134
Source dataset
uspto-grants-2002_10
Patent number
US06472541B2

Reaction notes

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