Dichloromethane → HCID 20076922, compound

HRID 1588723Notes

Reaction equation

HRID 1588723 reaction equation
[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.C(Cl)Cl.[NH:25]1[CH:29]=[CH:28][N:27]=[C:26]1[C:30]#[C:31][CH:32]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[OH:33]>C(OCC)C>[C:34]1([C:32](=[O:33])[C:31]#[C:30][C:26]2[NH:25][CH:29]=[CH:28][N:27]=2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 2724130Cornforth reagentHCID 20076906HCID 20076906, compound

Product 1

HCID 20076922HCID 20076922, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Place pyridinium dichromate (0.75 g, 2 mmol) and methylene chloride (15 mL) under argon atmosphere and cool to 0° C. Add α-[(2-imidazolyl)ethynyl]-benzenemethanol (297 mg, 1.5 mmol). Stir overnight while slowly warming to room temperature. Dilute with ethyl ether and filter the chromium salts. Purify by silica gel chromatography to give the title compound.

Workup

  1. filtrationfilter the chromium salts
  2. customPurify by silica gel chromatography

Sources & evidence

ORD record
ord-81f41c9889454f689ed400d07ebba55c
Source dataset
uspto-grants-1993_06
Patent number
US05223518

Reaction notes

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