Ethyl 4-(diethoxyphosphoryl)-3-methylbut-2-enoate → HCID 86759716, compound

HRID 2180627Notes

Reaction equation

HRID 2180627 reaction equation
C(OP([CH2:9]/[C:10](/[CH3:17])=[CH:11]/[C:12]([O:14][CH2:15][CH3:16])=[O:13])(OCC)=O)C.[Br:18][C:19]1[C:28]2[C:27]([CH3:30])([CH3:29])[CH2:26][CH:25]=[C:24]([CH:31]([CH3:33])[CH3:32])[C:23]=2[CH:22]=[C:21](/[C:34](/[CH3:39])=[C:35](/[F:38])\[CH:36]=O)[C:20]=1[O:40][CH3:41]>>[Br:18][C:19]1[C:28]2[C:27]([CH3:30])([CH3:29])[CH2:26][CH:25]=[C:24]([CH:31]([CH3:33])[CH3:32])[C:23]=2[CH:22]=[C:21](/[C:34](/[CH3:39])=[C:35](/[F:38])\[CH:36]=[CH:9]\[C:10](\[CH3:17])=[CH:11]\[C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:20]=1[O:40][CH3:41]

Participants

3

Reactant 2

HCID 6000084Ethyl 4-(diethoxyphosphoryl)-3-methylbut-2-enoateHCID 22490792HCID 22490792, compound

Product 1

HCID 86759716HCID 86759716, compound

Procedure

Following General Procedure I-1, ethyl 4(diethoxyphosphoryl)-3-methyl-but-2E-enoate (233 mg, 0.87 mmol) and (2E)-3-(4-bromo-8-isopropyl-3-methoxy-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-2-fluoro-but-2-enal (Compound A-146, 116 mg, 0.29 mmol) were reacted to give the title compound as a colorless oil after purification by flash column chromatography (silica gel, 2% ethyl acetate in hexane) and HPLC (normal phase, 1% ethyl acetate in hexanes).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-fc02a21c65f94363bd1e9ac929f54303
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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