Triethylamine → HCID 68701920, compound

HRID 1873570Notes

Reaction equation

HRID 1873570 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][OH:8])[CH2:3][CH2:2]1.C(N(CC)CC)C.[C:16]([Si:20]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)Cl)([CH3:19])([CH3:18])[CH3:17]>ClCCl>[Si:20]([O:8][CH2:7][CH:4]1[CH2:5][CH2:6][NH:1][CH2:2][CH2:3]1)([C:16]([CH3:19])([CH3:18])[CH3:17])([C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 94078tert-ButyldiphenylchlorosilaneHCID 4207714-Piperidinemethanol

Product 1

HCID 68701920HCID 68701920, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

5.00 g (43.41 mmol) of 4-piperidinemethanol are dissolved in 400 ml of dichloromethane, and 9.1 ml (65.11 mmol) of triethylamine, 212 mg (1.74 mmol) of 4-N,N-dimethylaminopyridine and 16.9 ml (65.12 mmol) of tert-butyldiphenylchlorosilane are added in succession. The reaction mixture is stirred at RT for 8 h. After addition of 50 ml of dichloromethane the mixture is washed once with 20 ml of water and once with 20 ml of saturated aqueous sodium chloride solution. The organic phase is dried over magnesium sulfate. The crude product is used in the next reaction without further purification.

Workup

  1. washis washed once with 20 ml of water and once with 20 ml of saturated aqueous sodium chloride solution
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. customThe crude product is used in the next reaction without further purification

Sources & evidence

ORD record
ord-e664fceaacc04890a94f384304d33f32
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

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