2-bromo-1-fluoro-4-(methoxymethyl)benzene → HCID 58521849, compound

HRID 2390128Notes

Reaction equation

HRID 2390128 reaction equation
[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[CH:17])([CH3:4])([CH3:3])[CH3:2].Br[C:20]1[CH:25]=[C:24]([CH2:26][O:27][CH3:28])[CH:23]=[CH:22][C:21]=1[F:29]>>[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[C:17][C:20]1[CH:25]=[C:24]([CH2:26][O:27][CH3:28])[CH:23]=[CH:22][C:21]=1[F:29])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27694162-bromo-1-fluoro-4-(methoxymethyl)benzene2×HCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×

Product 1

HCID 58521849HCID 58521849, compound

Procedure

Following the general method as outlined in Intermediate 19, starting from tert-butyl(4-chloro-2-ethynylphenoxy)acetate (Intermediate 3) and 2-bromo-1-fluoro-4-(methoxymethyl)benzene (Intermediate 15), the title compound was obtained as a dark yellow sticky solid after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-b5fbd2dec8b24e63ad502f0db42e99a8
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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