Flavanone → 2',4'-Dichloro flavanone

HRID 1733284Notes

Reaction equation

HRID 1733284 reaction equation
O[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=1[Cl:19])=[O:11].[O:20]1C2C(=CC=CC=2)C(=O)CC1C1C=CC=CC=1>>[Cl:19][C:13]1[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=1[CH:10]1[CH2:9][C:8](=[O:20])[C:3]2[C:4](=[CH:5][CH:6]=[CH:7][CH:2]=2)[O:11]1

Participants

3

Reactant 2

HCID 10251FlavanoneHCID 53699247HCID 53699247, compound

Product 1

HCID 127531732',4'-Dichloro flavanone

Procedure

2-Hydroxy-2',4'-dichlorochalcone, as described in Arch. Pharm. 295, 16 (1962), was cyclized to the flavanone by the procedure described in Bull. Soc. Chem. France 674 (1973). Two recrystallizations from methanol gave 3 g of 2',4'-dichloro flavanone as pale tan crystals, m.p. 91°-92° C.

Workup

  1. customTwo recrystallizations from methanol

Sources & evidence

ORD record
ord-9f7974701be74753b74e66a3d2fe590c
Source dataset
uspto-grants-1980_12
Patent number
US04241069

Reaction notes

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