Imidazole → HCID 131715237, compound

HRID 1722370Notes

Reaction equation

HRID 1722370 reaction equation
[OH:1][CH:2]([CH2:12][CH3:13])[CH2:3][CH2:4][CH2:5][CH2:6][CH:7]1[CH2:11][CH2:10][CH:9]=[CH:8]1.[Si:14](Cl)([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15].N1C=CN=C1>CN(C)C=O>[CH:7]1([CH2:6][CH2:5][CH2:4][CH2:3][CH:2]([O:1][CH2:18][C:17]([SiH:14]([CH3:16])[CH3:15])([CH3:20])[CH3:19])[CH2:12][CH3:13])[CH2:11][CH2:10][CH:9]=[CH:8]1.[CH3:18][C:17]([Si:14]([CH3:16])([CH3:15])[O:1][CH:2]([CH2:12][CH3:13])[CH2:3][CH2:4][CH2:5][CH2:6][CH:7]1[CH2:11][CH2:10][CH:9]=[CH:8]1)([CH3:20])[CH3:19]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 13924084HCID 13924084, compound2×

Product 1

HCID 131715237HCID 131715237, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedure followed is the same as that described in Examples 7 and 8 using 3-(5-hydroxyhept-1-yl)cyclopentene {alpha-ethyl-2-cyclopenten-1-pentanol} (32.5 g, 0.177 moles), t-butyldimethylsilylchloride (29.3 g, 0.194 moles), imidazole (13.3 g, 0.194 moles), and dimethylformamide (163 ml). The crude product is fractionally distilled under reduced pressure leaving a clear, colorless oil (48 g, 0.162 moles), BP 103° C./0.15 mm.

Workup

  1. distillationThe crude product is fractionally distilled under reduced pressure

Sources & evidence

ORD record
ord-6f4a99b8842347da9ba88c7252eb0661
Source dataset
uspto-grants-1989_08
Patent number
US04855322

Reaction notes

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