Imidazole → HCID 18008078, compound

HRID 2117200Notes

Reaction equation

HRID 2117200 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].N1C=CN=C1.[Si:15](Cl)([C:28]([CH3:31])([CH3:30])[CH3:29])([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(Cl)Cl.CCOCC>[C:28]([Si:15]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[O:6][CH2:5][C:4]1[CH:7]=[CH:8][CH:9]=[C:2]([I:1])[CH:3]=1)([CH3:31])([CH3:29])[CH3:30]

Participants

6

Reactant 3

HCID 795ImidazoleHCID 423003-Iodobenzyl alcoholHCID 94078tert-Butyldiphenylchlorosilane

Product 1

HCID 18008078HCID 18008078, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-iodo-benzyl alcohol (4.68 g, 20 mmol) in CH2Cl2 (40 mL) is added imidazole (1.49 g, 22 mmol) and t-butyldiphenylsilyl chloride (5.74 g, 22 mmol). The resulting mixture is stirred for 1 h diluted with ether washed with water and brine, dried over MgSO4 and concentrated to give the title compound as an oil (9.41 g). MS (EI) 472 (M)+.

Workup

  1. washwashed with water and brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e88e24d8021147caa51bdb6e92d99a13
Source dataset
uspto-grants-2008_10
Patent number
USRE040558E1

Reaction notes

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