Benzene → HCID 86738619, compound

HRID 223764Notes

Reaction equation

HRID 223764 reaction equation
[CH3:1][C:2]1([CH3:14])[CH:4](/[CH:5]=[CH:6]/[C:7]([O:9]C)=O)[CH:3]1[C:11]([OH:13])=[O:12].[CH:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH3:21][C:22]1(C)[CH:24](C=C)[CH:23]1C([O-])=O.[CH:31](Cl)(Cl)Cl>>[CH3:14][C:2]1([CH3:1])[C@@H:4](/[CH:5]=[CH:6]/[C:7](=[O:9])[CH3:31])[C@H:3]1[C:11]([O:13][CH:24]1[CH2:23][C:22](=[CH2:21])[C:18]([CH2:19][CH:20]=[CH2:15])=[C:17]1[CH3:16])=[O:12]

Participants

5

Reactant 4

HCID 241BenzeneHCID 6212ChloroformHCID 12807747HCID 12807747, compound2×HCID 20144423HCID 20144423, compound

Product 1

HCID 86738619HCID 86738619, compound

Procedure

Using the procedure of Step B of Example 36, 3 g of 1S-hydroxy-2-methyl-3-allyl-4-methylene-cyclopent-2-ene and 3 g of the product of Step A were reacted and after chromatography over silica gel with benzene containing 1‰ triethylamine as the eluant, 2.063 g of (1S) 2-methyl-3-allyl-4-methylene-cyclopent-2-ene-1-yl (1R, cis) 2,2-dimethyl-3-ethenyl-cyclopropane-carboxylate with a specific rotation of [α]D20 =-31.5°±2° (c=0.7% in chloroform) were obtained.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-2708ac2610aa454e9ebc4833425774ac
Source dataset
uspto-grants-1982_10
Patent number
US04356187

Reaction notes

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