Triethyl 2-fluoro-2-phosphonoacetate → ethyl (2E)-fluoro-3-(4-tert-butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)but-2-enoate

HRID 2180492Notes

Reaction equation

HRID 2180492 reaction equation
[CH3:1][CH2:2][O:3][C:4]([CH:6](P(OCC)(OCC)=O)[F:7])=[O:5].[C:16]([C:20]1[C:29]2[C:24](=[CH:25][C:26]([O:33][CH3:34])=[C:27]([C:30](=O)[CH3:31])[CH:28]=2)[O:23][C:22]([CH3:36])([CH3:35])[CH:21]=1)([CH3:19])([CH3:18])[CH3:17]>>[F:7]/[C:6](=[C:30](/[C:27]1[CH:28]=[C:29]2[C:24](=[CH:25][C:26]=1[O:33][CH3:34])[O:23][C:22]([CH3:36])([CH3:35])[CH:21]=[C:20]2[C:16]([CH3:17])([CH3:19])[CH3:18])\[CH3:31])/[C:4]([O:3][CH2:2][CH3:1])=[O:5]

Participants

3

Reactant 2

HCID 2734865Triethyl 2-fluoro-2-phosphonoacetateHCID 224907731-(4-tert-Butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-ethanone2×

Product 1

HCID 86597829ethyl (2E)-fluoro-3-(4-tert-butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)but-2-enoate

Procedure

Following General Procedure K, triethyl-2-fluoro-2-phosphonoacetate (0.47 mL, 2.3 mmol) and 1-(4-tert-butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-ethanone (Compound 55, 133 mg, 0.46 mmol) were reacted to give the title compound as a colorless oil after purification by flash chromatography (silica gel, 1:9 ethyl acetate/hexane).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-7f222a92aeaf4525b25afcc2bfe3e29e
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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