2-Bromoethyl methyl ether → Methyl 3-tert-butyl-5-(2-methoxyethoxymethyl)benzoate

HRID 657965Notes

Reaction equation

HRID 657965 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([CH2:15][OH:16])[CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])([CH3:4])([CH3:3])[CH3:2].Br[CH2:18][CH2:19][O:20][CH3:21]>>[C:1]([C:5]1[CH:6]=[C:7]([CH:12]=[C:13]([CH2:15][O:16][CH2:18][CH2:19][O:20][CH3:21])[CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 809722-Bromoethyl methyl etherHCID 12144659Methyl 3-tert-butyl-5-(hydroxymethyl)benzoate

Product 1

HCID 66941327Methyl 3-tert-butyl-5-(2-methoxyethoxymethyl)benzoate

Procedure

Methyl 3-tert-butyl-5-hydroxymethylbenzoate (6.0 g) was reacted analogously to O5.043 with 1-bromo-2-methoxyethane to give methyl 3-tert-butyl-5-(2-methoxyethoxymethyl)benzoate. The latter was then converted to the title compound analogously to the sequence O4.043 to O2.043. 508 mg of the title compound were obtained.

Sources & evidence

ORD record
ord-518bb050329c4f57b74eccd2a2689ce4
Source dataset
uspto-grants-2011_12
Patent number
US08076336B2

Reaction notes

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