2',4'-Dihydroxyacetophenone → HCID 67245703, compound

HRID 2357039Notes

Reaction equation

HRID 2357039 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].Br[CH2:13][C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15]>>[CH2:17]([O:16][C:14](=[O:15])[CH2:13][O:8][C:6]1[CH:5]=[CH:4][C:3]([C:9](=[O:11])[CH3:10])=[C:2]([OH:1])[CH:7]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 69902',4'-DihydroxyacetophenoneHCID 62576Benzyl bromoacetate

Product 1

HCID 67245703HCID 67245703, compound

Procedure

1-(2,4-Dihydroxy-phenyl)-ethanone was treated with 1 equivalent of benzyl 2-bromoacetate and processed as described in the synthesis of example 20a to obtain the title compound. The crude was purified using flash chromatography (silica gel, 3% CH3CN in chloroform) and crystallization was effected using ether-PE 60-80° C. Yield, 75%, white solid; mp, 66-67° C.; MS (EI): 300 (M+), 285, 165, 91 (100%); analysis: C17H16O5 requires C, 67.99; H, 5.37; found: C, 67.99; H, 5.53%.

Workup

  1. customas described in the synthesis of example 20a

Sources & evidence

ORD record
ord-adaabce8919345f78dbaccc9b9c36dd1
Source dataset
uspto-grants-2010_07
Patent number
US07759387B2

Reaction notes

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