Dichloromethane → HCID 12805730, compound

HRID 1588726Notes

Reaction equation

HRID 1588726 reaction equation
[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.C(Cl)Cl.[S:25]1[CH:29]=[CH:28][CH: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[S:25][CH:29]=[CH:28][CH:27]=2)[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 2724130Cornforth reagentHCID 15829074HCID 15829074, compound

Product 1

HCID 12805730HCID 12805730, 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-thiophenyl)ethynyl]-benzenemethanol (321 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-08c0bceb12574dadbef73d21e5bffdf1
Source dataset
uspto-grants-1993_06
Patent number
US05223518

Reaction notes

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