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

HRID 2180493Notes

Reaction equation

HRID 2180493 reaction equation
[CH3:1][CH2:2][O:3][C:4]([CH:6](P(OCC)(OCC)=O)[F:7])=[O:5].[CH2:16]([O:18][C:19]1[CH:28]=[C:27]2[C:22]([C:23]([CH2:31][CH3:32])=[CH:24][C:25]([CH3:30])([CH3:29])[O:26]2)=[CH:21][C:20]=1[C:33](=O)[CH3:34])[CH3:17]>>[CH2:16]([O:18][C:19]1[CH:28]=[C:27]2[C:22]([C:23]([CH2:31][CH3:32])=[CH:24][C:25]([CH3:29])([CH3:30])[O:26]2)=[CH:21][C:20]=1/[C:33](/[CH3:34])=[C:6](/[F:7])\[C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:17]

Participants

3

Reactant 2

HCID 2734865Triethyl 2-fluoro-2-phosphonoacetateHCID 224908291-(7-Ethoxy-4-ethyl-2,2-dimethyl-2H-chromen-6-yl)-ethanone2×

Product 1

HCID 86597830ethyl (2E)-3-(7-ethoxy-4-ethyl-2,2-dimethyl-2H-chromen-6-yl)-2-fluoro-but-2-enoate

Procedure

Following General Procedure K, triethyl-2-fluoro-2-phosphonoacetate (173 mg, 7.15 mmol) and 1-(7-ethoxy-4-ethyl-2,2-dimethyl-2H-chromen-6-yl)-ethanone (Compound 56, 394 mg, 1.43 mmol) were reacted to give the title compound as a yellow oil after purification by flash chromatography (silica gel, 1:9 ethyl acetate/hexane).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-ad60d00cd87143abb2e2c62535e50134
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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