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

HRID 2180491Notes

Reaction equation

HRID 2180491 reaction equation
[CH3:1][CH2:2][O:3][C:4]([CH:6](P(OCC)(OCC)=O)[F:7])=[O:5].[CH:16]([C:19]1[C:28]2[C:23](=[CH:24][C:25]([O:32][CH3:33])=[C:26]([C:29](=O)[CH3:30])[CH:27]=2)[O:22][C:21]([CH3:35])([CH3:34])[CH:20]=1)([CH3:18])[CH3:17]>>[F:7]/[C:6](=[C:29](/[C:26]1[CH:27]=[C:28]2[C:23](=[CH:24][C:25]=1[O:32][CH3:33])[O:22][C:21]([CH3:35])([CH3:34])[CH:20]=[C:19]2[CH:16]([CH3:17])[CH3:18])\[CH3:30])/[C:4]([O:3][CH2:2][CH3:1])=[O:5]

Participants

3

Reactant 2

HCID 2734865Triethyl 2-fluoro-2-phosphonoacetateHCID 224908471-(4-Isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-ethanone2×

Product 1

HCID 86759706ethyl (2E)-2-fluoro-3-(4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-but-2-enoate

Procedure

Following General Procedure K, triethyl-2-fluoro-2-phosphonoacetate (0.44 mL, 2.18 mmol) and 1-(4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-ethanone (Compound 54, 199 mg, 0.73 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-e08eb7f8d49d425b8a23541cb9316559
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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