Diisopropyl Ether → HCID 23315421, compound

HRID 745278Notes

Reaction equation

HRID 745278 reaction equation
[Br:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][CH2:7][CH2:8][CH:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[Cl:19])[CH2:10][OH:11])=[CH:4][CH:3]=1.[CH3:22][S:23](Cl)(=[O:25])=[O:24].O(C(C)C)C(C)C>N1C=CC=CC=1>[CH3:22][S:23]([O:11][CH2:10][CH:9]([C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=1[Cl:19])[CH2:8][CH2:7][O:6][C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:21][CH:20]=1)(=[O:25])=[O:24]

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 31297Methanesulfonyl chlorideHCID 12393472HCID 12393472, compound

Product 1

HCID 23315421HCID 23315421, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 30.4 parts of β-[2-(4-bromophenoxy)ethyl]-2,4-dichlorobenzeneethanol, 11.5 parts of methanesulfonyl chloride, 100 parts of pyridine and 70 parts of 2,2'-oxybispropane is stirred overnight at room temperature. The reaction mixture is poured onto water and the product is extracted twice with 2,2'-oxybispropane. The combined extracts are washed successively with a diluted hydrochloric acid solution and twice with water, dried, filtered and evaporated, yielding 34 parts of 4-(4-bromophenoxy)-2-(2,4-dichlorophenyl)butyl methanesulfonate as a residue.

Workup

  1. additionThe reaction mixture is poured onto water
  2. extractionthe product is extracted twice with 2,2'-oxybispropane
  3. washThe combined extracts are washed successively with a diluted hydrochloric acid solution and twice with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-c1a0a1b48ebb411da4ad0a8327569548
Source dataset
uspto-grants-1986_07
Patent number
US04598085

Reaction notes

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