1,6-Hexanediol → 1-Hexanol, 6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-

HRID 1006760Notes

Reaction equation

[H-].[Na+].[CH2:3]([OH:10])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][OH:9].[C:11]([Si:15]([CH3:18])([CH3:17])Cl)([CH3:14])([CH3:13])[CH3:12]>>[CH3:17][Si:15]([CH3:18])([C:11]([CH3:14])([CH3:13])[CH3:12])[O:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][OH:10]

Participants

Reactant 3

HCID 123741,6-Hexanediol

HCID 24758Sodium hydride

HCID 28928tert-Butyldimethylsilyl chloride

Product 1

HCID 111956491-Hexanol, 6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-Yield 52.6%

Procedure

Using the procedure of Step A of Preparation 16, 8.12 g of sodium hydride at 50% in oil, 20 g of 1,6-hexane diol and 25.5 g of terbutyl dimethyl chloro silane were reacted to obtain after chromatography, 20.7 g of the expected product.

Workup

customwere reacted

Sources & evidence

ORD record: ord-ecdd61747c134d66a564e304e8381a8a
Source dataset: uspto-grants-2004_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06790971B1

Reaction notes

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