Ethyl bromoacetate → HCID 58640412, compound

HRID 1350873Notes

Reaction equation

[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([OH:16])[CH:9]=[CH:10][C:11]=1[C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:2][CH2:3][CH3:4].C(=O)([O-])[O-].[K+].[K+].Br[CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26]>>[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH:9]=[CH:10][C:11]=1[C:12]([CH3:15])([CH3:14])[CH3:13])[O:16][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH2:2][CH2:3][CH3:4]

Participants

Reactant 3

HCID 7748Ethyl bromoacetate

HCID 11430Potassium Carbonate

HCID 210974793-Butoxy-4-tert-butylphenol

Product 1

HCID 58640412HCID 58640412, compoundYield 96%

Procedure

3-Butoxy-4-tert-butylphenol (640 mg, 2.9 mmol), potassium carbonate (1.2 g, 8.6 mmol) and ethyl bromoacetate (480 ul, 4.3 mmol) were treated in the same procedure described in Example 33(d). The crude residue was applied to a silica gel chromatography column and eluted with a volume mixture of hexane and ethyl acetate (19/1 to 4/1) to furnish 856 mg (96% yield) of the title compound as a colorless oil.

Workup

washeluted with a volume mixture of hexane and ethyl acetate (19/1 to 4/1)

Sources & evidence

ORD record: ord-0b35c1663932499b96dd6bb1293da02a
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07214824B2

Reaction notes

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