Propylene Oxide → HCID 9834706, compound

HRID 889811Notes

Reaction equation

HRID 889811 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[O:5]([C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH2:19]1[O:22][CH:20]1[CH3:21]>>[O:5]([C:12]1[CH:13]=[CH:14][C:15]([O:18][CH2:19][C@@H:20]([OH:22])[CH3:21])=[CH:16][CH:17]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 6378Propylene OxideHCID 132544-PhenoxyphenolHCID 6451240Aluminum(III) Chloride

Product 1

HCID 9834706HCID 9834706, compoundYield 83%

Procedure

In Example 2, 16 mg of tri-tert-ethoxy aluminum was used in place of anhydrous aluminum chloride, and the color of the catalyst solution changed from brown to slightly greenish brown by the addition of tri-tert-ethoxy aluminum. Then 4-phenoxyphenol and propylene oxide were added to the slightly greenish brown catalyst solution to achieve the reaction in the same manner as described in Example 2. Thus (S)-(+)-1-(4-phenoxyphenoxy)-2-propanol was obtained in 83% yield and the optical purity was 90% e.e.

Workup

  1. customthe reaction in the same manner

Sources & evidence

ORD record
ord-8b1371faba3047b4a0851a4f1a1af1b6
Source dataset
uspto-grants-2006_02
Patent number
US06995110B2

Reaction notes

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