Trichlorosilane → 5,9-Dioxa-1,13-disilatridecane, 1,1,1,13,13,13-hexachloro-7-ethyl-7-[(octyloxy)methyl]-

HRID 915550Notes

Reaction equation

[CH2:1]([O:4][CH2:5][C:6]([CH2:19][O:20][CH2:21][CH:22]=[CH2:23])([CH2:9][O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:7][CH3:8])[CH:2]=[CH2:3].[Cl:24][SiH:25]([Cl:27])[Cl:26]>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[Cl:24][Si:25]([CH2:23][CH2:22][CH2:21][O:20][CH2:19][C:6]([CH2:5][O:4][CH2:1][CH2:2][CH2:3][Si:25]([Cl:27])([Cl:26])[Cl:24])([CH2:9][O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:7][CH3:8])([Cl:27])[Cl:26]

Participants

Conditions

Temperature: 55 °C

Procedure

A 1 L, 3-neck flask equipped with magnetic stirrer, pot thermometer and condenser was charged with 3,3-diallyloxymethyl-5-oxa-tridecane (200 g) prepared in Example 4. After heating to 50-60° C., 30 ml of trichlorosilane was added followed by 1 ml of 2.5% chloroplatinic acid solution. Once initiation was observed, a total of 178.8 g of trichlorosilane was added at a rate to maintain reaction temperature at 70-100° C. After the addition was complete, the mixture was maintained at 80-90° C. for 2 hours. The mixture was distilled. The product was isolated in 60% yield, b.p. 220-222 C./0.9 mm; density 1.135; 1HNMR (C6D6): 0.90(m, 6H), 1.13(m, 4H), 1.26(m, 10H), 1.58(m, 8H), 3.10(t, 4H), 3.32(s, 2H), 3.38(t, 4H).

Workup

customA 1 L, 3-neck flask equipped with magnetic stirrer
temperatureto maintain
customreaction temperature at 70-100° C
additionAfter the addition
temperaturethe mixture was maintained at 80-90° C. for 2 hours
distillationThe mixture was distilled
customThe product was isolated in 60% yield, b.p

Sources & evidence

ORD record: ord-7c6a8aed6ec14fccba05321db9d4e36a
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07265236B2

Reaction notes

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