Methanol → HCID 22151959, compound

HRID 1111281Notes

Reaction equation

HRID 1111281 reaction equation
[Cl:1][C:2]1[C:7]2[O:8][CH:9]([C:18]([OH:20])=[O:19])[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[CH2:13][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:21]O>>[Cl:1][C:2]1[C:7]2[O:8][CH:9]([C:18]([O:20][CH3:21])=[O:19])[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[CH2:13][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 22151949HCID 22151949, compound

Product 1

HCID 22151959HCID 22151959, compound

Procedure

4-Chloro-12H-dibenzo[d,g][1,3]dioxocin-6-carboxylic acid (6.24 g of impure from Ex. 11, 22 mmol) was treated with methanol using the procedure of Examples 3 and 7. The crude product was purified by preparative liquid chromatography eluting with a 10:90 mixture of acetone and hexane to obtain 1.0 g (15 percent of theory) of the title compound as a solid melting at 107°-108° C. The proton nmr spectrum was consistent with the assigned structure.

Workup

  1. customThe crude product was purified by preparative liquid chromatography
  2. washeluting with a 10:90 mixture of acetone and hexane

Sources & evidence

ORD record
ord-77957894164147279e98ac8569a84947
Source dataset
uspto-grants-1990_12
Patent number
US04979978

Reaction notes

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