Dichloromethane → HCID 20076922, compound

HRID 1654771Notes

Reaction equation

HRID 1654771 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-d6e3e1cc6775484a90055af2d1f60dad
Source dataset
uspto-grants-1995_04
Patent number
US05409942

Reaction notes

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