(R)-(+)-4-tert. butoxy-3-methyl-1-butanol → 4-methylbenzenesulfonic acid;(3R)-3-methyl-4-[(2-methylpropan-2-yl)oxy]butan-1-ol

HRID 2072355Notes

Reaction equation

HRID 2072355 reaction equation
[C:1]([O:5][CH2:6][C@H:7]([CH3:11])[CH2:8][CH2:9][OH:10])([CH3:4])([CH3:3])[CH3:2].[C:12]1([CH3:32])[CH:17]=[CH:16][C:15]([S:18]([O:21]CC[C@@H](C)COC(C)(C)C)(=[O:20])=[O:19])=[CH:14][CH:13]=1>>[C:1]([O:5][CH2:6][C@H:7]([CH3:11])[CH2:8][CH2:9][OH:10])([CH3:3])([CH3:4])[CH3:2].[CH3:32][C:12]1[CH:17]=[CH:16][C:15]([S:18]([OH:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 86735110(R)-(+)-4-tert. butoxy-3-methyl-1-butanolHCID 131710899(R)-(+)-4-tert. butoxy-3-methyl-1butanol p-toluenesulfonate

Product 1

HCID 867351114-methylbenzenesulfonic acid;(3R)-3-methyl-4-[(2-methylpropan-2-yl)oxy]butan-1-olYield 90%

Procedure

Using the procedure of Example 8, (R)-(+)-4-tert. butoxy-3-methyl-1-butanol was converted into (R)-(+)-4-tert. butoxy-3-methyl-1-butanol p-toluenesulfonate which was isolated in 90% yield as a pale yellow oil.

Workup

  1. customwas isolated in 90% yield as a pale yellow oil

Sources & evidence

ORD record
ord-913138e35cde411b85f58d53daeedee6
Source dataset
uspto-grants-1977_09
Patent number
US04051153

Reaction notes

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