Diethyl Ether → 2-Oxahexyl-p-methoxybenzene sulfonate

HRID 1154346Notes

Reaction equation

HRID 1154346 reaction equation
[N+](=C[C:4](=[O:9])[CH2:5][CH2:6][CH2:7]C)=[N-].[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([OH:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1.[CH3:22]COCC>>[CH2:22]([O:19][S:18]([C:15]1[CH:14]=[CH:13][C:12]([O:11][CH3:10])=[CH:17][CH:16]=1)(=[O:21])=[O:20])[O:9][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 6047234-Methoxybenzenesulfonic acidHCID 544376291-Diazoniohex-1-en-2-olate

Product 1

HCID 204353332-Oxahexyl-p-methoxybenzene sulfonateYield 70.3%

Procedure

A 1.0 g quantity of 1-diazo-2-hexanone is dissolved in 50 ml of ether, and 2.5 g of p-methoxybenzenesulfonic acid is slowly added to the solution at room temperature. The same procedure as in Example 1 is thereafter repeated to afford 1.6 g of 2-oxahexyl-p-methoxybenzene sulfonate in the form of a colorless transparent oil (Compound 35). Yield 70.3%.

Sources & evidence

ORD record
ord-69b63e306c334b90b612b068c5197936
Source dataset
uspto-grants-1984_12
Patent number
US04489091

Reaction notes

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