Chlorotrimethylsilane → 2,6-Diethyl-1,2,3,6-tetramethyl-4-[(trimethylsilyl)oxy]piperidine

HRID 2057354Notes

Reaction equation

HRID 2057354 reaction equation
[CH3:1][N:2]1[C:7]([CH3:10])([CH2:8][CH3:9])[CH2:6][CH:5]([OH:11])[CH:4]([CH3:12])[C:3]1([CH3:15])[CH2:13][CH3:14].C(N(CC)CC)C.[CH3:23][Si:24]([CH3:27])([CH3:26])Cl>O1CCOCC1>[CH3:1][N:2]1[C:7]([CH3:10])([CH2:8][CH3:9])[CH2:6][CH:5]([O:11][Si:24]([CH3:27])([CH3:26])[CH3:23])[CH:4]([CH3:12])[C:3]1([CH3:15])[CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 202709662,6-Diethyl-1,2,3,6-tetramethylpiperidin-4-ol

Product 1

HCID 203318772,6-Diethyl-1,2,3,6-tetramethyl-4-[(trimethylsilyl)oxy]piperidine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

21.1 g of 1,2,3,6-tetramethyl-2,6-diethyl-4-hydroxypiperidine and 20 g of triethylamine are dissolved in 250 ml of dioxane. By addition of 10.9 g of trimethylchlorosilane and using the same procedure of reaction and isolation as described in the previous examples there is obtained 1,2,3,6-tetramethyl-2,6-diethyl-4-(trimethylsiloxy)-piperidine (Compound No. 6), b.p. 78°-79° C./0.35 mm Hg.

Workup

  1. customthe same procedure of reaction and isolation

Sources & evidence

ORD record
ord-4fe52d30b88d4315a7997ed0eda68609
Source dataset
uspto-grants-1980_07
Patent number
US04210578

Reaction notes

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