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

HRID 2180496Notes

Reaction equation

HRID 2180496 reaction equation
[CH3:1][CH2:2][O:3][C:4]([CH:6](P(OCC)(OCC)=O)[F:7])=[O:5].[CH3:16][C:17]1([CH3:40])[CH:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:24]2[C:19](=[CH:20][C:21]([O:36][CH2:37][CH2:38][CH3:39])=[C:22]([C:33](=O)[CH3:34])[CH:23]=2)[O:18]1>>[CH3:40][C:17]1([CH3:16])[CH:26]=[C:25]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:24]2[C:19](=[CH:20][C:21]([O:36][CH2:37][CH2:38][CH3:39])=[C:22](/[C:33](/[CH3:34])=[C:6](/[F:7])\[C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH:23]=2)[O:18]1

Participants

3

Reactant 2

HCID 2734865Triethyl 2-fluoro-2-phosphonoacetateHCID 22490867HCID 22490867, compound2×

Product 1

HCID 86597835ethyl (2E)-3-(2,2-dimethyl-4-phenyl-7-propoxy-2H-chromen-6-yl)-2-fluoro-but-2-enoate

Procedure

Following General Procedure K, triethyl-2-fluoro-2-phosphonoacetate (0.41 mL, 1.61 mmol) and 1-(2,2 dimethyl-4-phenyl-7-propoxy-2H-chromen-6-yl)-ethanone (Compound 67, 180 mg, 0.54 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-89c3d169814e47ba951304a90646740c
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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