1,2-Dimethoxyethane → 2-Hydroxy-1-[4-(2-{2-hydroxy-3-[(2-hydroxy-3-{2-[4-(2-hydroxy-2-methylpropionyl)phenoxy]ethoxy}propyl)-(3-triethoxysilylpropyl)amino]-propoxy}ethoxy)phenyl]-2-methylpropan-1-one

HRID 384585Notes

Reaction equation

HRID 384585 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][Si:5]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8].[CH3:15][O:16][CH2:17][CH2:18][O:19][CH3:20].[OH:21][C:22]([CH3:40])([CH3:39])[C:23]([C:25]1[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][O:34][CH2:35][CH:36]2[CH2:38][O:37]2)=[CH:27][CH:26]=1)=[O:24]>CC(O)C>[OH:21][C:22]([CH3:39])([CH3:40])[C:23]([C:25]1[CH:30]=[CH:29][C:15]([O:16][CH2:17][CH2:18][O:19][CH2:20][CH:32]([OH:31])[CH2:33][N:1]([CH2:38][CH:36]([OH:37])[CH2:35][O:34][CH2:33][CH2:32][O:31][C:28]2[CH:29]=[CH:30][C:25]([C:23](=[O:24])[C:22]([OH:21])([CH3:40])[CH3:39])=[CH:26][CH:27]=2)[CH2:2][CH2:3][CH2:4][Si:5]([O:12][CH2:13][CH3:14])([O:6][CH2:7][CH3:8])[O:9][CH2:10][CH3:11])=[CH:27][CH:26]=1)=[O:24]

Participants

5

Reactant 3

HCID 80711,2-DimethoxyethaneHCID 13521(3-Aminopropyl)triethoxysilaneHCID 543951302-Hydroxy-2-methyl-1-[4-(2-oxiranylmethoxyethoxy)phenyl]propan-1-one

Product 1

HCID 576611852-Hydroxy-1-[4-(2-{2-hydroxy-3-[(2-hydroxy-3-{2-[4-(2-hydroxy-2-methylpropionyl)phenoxy]ethoxy}propyl)-(3-triethoxysilylpropyl)amino]-propoxy}ethoxy)phenyl]-2-methylpropan-1-one

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a mixture of 5.09 g (23 mmol) of 3-aminopropyltriethoxysilane, 30 ml of 1,2-dimethoxyethane and 30 ml of 2-propanol is added 8.99 g (32.1 mmol) of the compound prepared in Example 1A. The reaction mixture is heated at a gentle reflux for 23 hours. Solvent is evaporated to afford 14.37 g of a pale yellow oil corresponding to a mixture of the title compounds.

Workup

  1. temperatureThe reaction mixture is heated at
  2. temperaturea gentle reflux for 23 hours
  3. customSolvent is evaporated

Sources & evidence

ORD record
ord-4e128edc3b594ae9b4d98b94d15d30e9
Source dataset
uspto-grants-2013_02
Patent number
US08367743B2

Reaction notes

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