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

HRID 2180498Notes

Reaction equation

HRID 2180498 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:34][CH3:35])=[C:27]([C:30](=O)[CH2:31][CH3:32])[CH:28]=2)[O:23][C:22]([CH3:37])([CH3:36])[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:34][CH3:35])[O:23][C:22]([CH3:37])([CH3:36])[CH:21]=[C:20]2[C:16]([CH3:17])([CH3:19])[CH3:18])\[CH2:31][CH3:32])/[C:4]([O:3][CH2:2][CH3:1])=[O:5]

Participants

3

Reactant 2

HCID 2734865Triethyl 2-fluoro-2-phosphonoacetateHCID 22490796HCID 22490796, compound2×

Product 1

HCID 69732339Ethyl (2E)-2-fluoro-3-(4-tert-butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-pent-2-enoate

Procedure

Following General Procedure K, triethyl-2-fluoro-2-phosphonoacetate (431 mg, 1.78 mmol) and 1-(4-tert-butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-propan-1-one (Compound 59, 107 mg, 0.35 mmol) were reacted to give the title compound as a colorless oil after purification by flash chromatography (silica gel, 5% ethyl acetate in hexanes)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-f69e36250de74dd88cf992893b9e2498
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

Loading…