Ethyl 4-(diethoxyphosphoryl)-3-methylcrotonate → HCID 86759714, compound

HRID 2180631Notes

Reaction equation

HRID 2180631 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]([CH2:33][CH3:34])[CH3:32])[C:23]=2[CH:22]=[C:21](/[C:35](/[CH2:40][CH3:41])=[C:36](/[F:39])\[CH:37]=O)[C:20]=1[O:42][CH2:43][CH3:44]>>[Br:18][C:19]1[C:28]2[C:27]([CH3:30])([CH3:29])[CH2:26][CH:25]=[C:24]([CH:31]([CH2:33][CH3:34])[CH3:32])[C:23]=2[CH:22]=[C:21](/[C:35](/[CH2:40][CH3:41])=[C:36](/[F:39])\[CH:37]=[CH:9]\[C:10](\[CH3:17])=[CH:11]\[C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:20]=1[O:42][CH2:43][CH3:44]

Participants

3

Reactant 2

HCID 2773818Ethyl 4-(diethoxyphosphoryl)-3-methylcrotonateHCID 22490819HCID 22490819, compound

Product 1

HCID 86759714HCID 86759714, compound

Procedure

Following General Procedure I-1, ethyl 4(diethoxyphosphoryl)-3-methyl-but-2-enoate (645 mg, 2.44 mmol) and (2E)-3-(4-Bromo-8-sec-butyl-3-ethoxy-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-2-fluoro-pent-2-enal (Compound A-154, 333 mg, 0.81 mmol) were reacted to give the title compound as a light yellow syrup after purification by column chromatography (silica gel, 2% ethyl acetate in hexane).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-fd333d3cdcdb49fc935d54e15f603542
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

Loading…