Benzene → HCID 15582461, compound

HRID 358444Notes

Reaction equation

HRID 358444 reaction equation
[C:1]([O:4][C:5]1[C:6]([O:19][C:20](=[O:22])[CH3:21])=[CH:7][C:8]2[O:13][C:12](=[O:14])[C:11]([C:15](O)=[O:16])=[CH:10][C:9]=2[CH:18]=1)(=[O:3])[CH3:2].S(Cl)([Cl:25])=O.C1C=CC=CC=1>CN(C)C=O.CCCCCC>[C:1]([O:4][C:5]1[C:6]([O:19][C:20](=[O:22])[CH3:21])=[CH:7][C:8]2[O:13][C:12](=[O:14])[C:11]([C:15]([Cl:25])=[O:16])=[CH:10][C:9]=2[CH:18]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 241BenzeneHCID 24386Thionyl ChlorideHCID 15582460HCID 15582460, compound

Product 1

HCID 15582461HCID 15582461, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 8058HexaneSolvent

Procedure

A mixture of 6,7-diacetoxy-2-oxo-2H-1-benzopyran-3-carboxylic acid (306 mg), thionyl chloride (80 μL), dimethyl formamide (one drop), and benzene (15 mL) was refluxed for 1 hour. After cooling to room temperature, hexane (10 mL) was added. Solids were filtered off to give 6,7-diacetoxy-2-oxo-2H-1-benzopyran-3-carbonyl chloride (286 mg).

Workup

  1. temperaturewas refluxed for 1 hour
  2. filtrationSolids were filtered off

Sources & evidence

ORD record
ord-a7024a0f719a4a1ea9933cfe4a6ec0cd
Source dataset
uspto-grants-1984_08
Patent number
US04468394

Reaction notes

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