Acetic Acid → HCID 21270138, compound

HRID 1194477Notes

Reaction equation

HRID 1194477 reaction equation
[OH:1][C:2]1[CH:19]=[CH:18][C:5]2[C:6](=O)[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=3)=[CH:8][O:9][C:4]=2[C:3]=1[OH:20].O1CCCC1.C(O)(=O)C.S(=O)(=O)(O)O>O1CCOCC1.C(O)C>[OH:1][C:2]1[CH:19]=[CH:18][C:5]2[CH2:6][CH:7]([C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=3)[CH2:8][O:9][C:4]=2[C:3]=1[OH:20]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 8028TetrahydrofuranHCID 21270142HCID 21270142, compound

Product 1

HCID 21270138HCID 21270138, compound

Reagents, catalysts & solvents 1

HCID 22560076Dioxan ethanolSolvent

Procedure

As example 39, but using 7,8-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-7,8-dihydroxy-3-(3-chlorophenyl)-2H-1-benzopyran, m.p. 99°-101°.

Workup

  1. customThe resulting oil crystallizes

Sources & evidence

ORD record
ord-c179537ccfde4fd28bbf08a866733b77
Source dataset
uspto-grants-1989_03
Patent number
US04814346

Reaction notes

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