Phenothiazine → (3-Aminopropyl)triethoxysilane

HRID 1651307Notes

Reaction equation

HRID 1651307 reaction equation
[CH2:1]([NH2:4])[CH:2]=[CH2:3].C1C2NC3C(=CC=CC=3)SC=2C=CC=1.[CH2:19]([O:21][SiH:22]([O:26][CH2:27][CH3:28])[O:23][CH2:24][CH3:25])[CH3:20]>>[NH2:4][CH2:1][CH2:2][CH2:3][Si:22]([O:26][CH2:27][CH3:28])([O:23][CH2:24][CH3:25])[O:21][CH2:19][CH3:20]

Participants

4

Reactant 3

HCID 7108PhenothiazineHCID 7853AllylamineHCID 13830Triethoxysilane

Product 1

HCID 13521(3-Aminopropyl)triethoxysilaneYield 65%

Procedure

571 parts of allylamine, 0.38 part of [Rh(NBD)2 ](+). BF4(-) (note: NBD: Norbornadiene), 1.0 part of phenothiazine and 1640 parts of triethoxysilane were charged into a sealed tube and allowed to react in an oil bath for 2 hours at 130° C. Following cooling, the product was analyzed with gas chromatography. Aminopropyltriethoxysilane was produced at a yield of 65% and moreover, the ratio of γ:β isomer was 24:1.

Workup

  1. customto react in an oil bath for 2 hours at 130° C
  2. temperatureFollowing cooling

Sources & evidence

ORD record
ord-d90c2125541648e1aa53f5c13e51d10e
Source dataset
uspto-grants-1990_05
Patent number
US04927949

Reaction notes

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