Imidazole → Silane, (1,1-dimethylethyl)diphenyl(2-propynyloxy)-

HRID 845806Notes

Reaction equation

HRID 845806 reaction equation
[CH2:1]([OH:4])[C:2]#[CH:3].[C:5]([Si:9]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)Cl)([CH3:8])([CH3:7])[CH3:6].N1C=CN=C1>>[Si:9]([O:4][CH2:1][C:2]#[CH:3])([C:5]([CH3:8])([CH3:7])[CH3:6])([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 795ImidazoleHCID 7859Propargyl alcoholHCID 94078tert-Butyldiphenylchlorosilane

Product 1

HCID 610226Silane, (1,1-dimethylethyl)diphenyl(2-propynyloxy)-

Procedure

2.9 ml of 2-propyn-1-ol, 15.6 ml of tert-butyldiphenylchlorosilane and 4.1 g of imidazole were reacted in the manner described in Example 14c. Chromatography of the raw product on silica gel [Kieselgel 60 (0.063-0.200 mm)] with petroleum ether/diisopropylether (20:1) yielded 13.3 g of the title compound in the form of crystals melting at 55°-58° C.

Sources & evidence

ORD record
ord-90496f26a3044947943c12d3bc7703bc
Source dataset
uspto-grants-1988_07
Patent number
US04760087

Reaction notes

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