Acetic Acid → HCID 21270180, compound

HRID 1194476Notes

Reaction equation

HRID 1194476 reaction equation
[OH:1][C:2]1[C:3]([OH:20])=[CH:4][C:5]2[O:10][CH:9]=[C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=3)[C:7](=O)[C:6]=2[CH:19]=1.O1CCCC1.C(O)(=O)C.S(=O)(=O)(O)O>O1CCOCC1.C(O)C>[OH:1][C:2]1[C:3]([OH:20])=[CH:4][C:5]2[O:10][CH2:9][CH:8]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=3)[CH2:7][C:6]=2[CH:19]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 8028TetrahydrofuranHCID 21270134HCID 21270134, compound

Product 1

HCID 21270180HCID 21270180, compound

Reagents, catalysts & solvents 1

HCID 22560076Dioxan ethanolSolvent

Procedure

As example 39, but using 6,7-dihydroxy-3-(3-chlorophenyl)-4H-1-benzopyran-4-one (1.2 g) instead of 6,7-dihydroxy-3-(3-methylphenyl)-4H-1-benzopyran-4-one. Tetrahydrofuran and acetic acid are used instead of dioxan/ethanol and sulphuric acid. The resulting oil crystallizes to give 3,4-dihydro-6,7-dihydroxy-3-(3-chlorophenyl)-2H-1-benzopyran.

Workup

  1. customThe resulting oil crystallizes

Sources & evidence

ORD record
ord-355bbf2a837a43e2acd881e21f54ee71
Source dataset
uspto-grants-1989_03
Patent number
US04814346

Reaction notes

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