Hydrochloric Acid → HCID 66845866, compound

HRID 386675Notes

Reaction equation

HRID 386675 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:26]=[CH:25][C:24]([NH:27]C(=O)C)=[CH:23][C:11]=3[C:12](=[O:22])[C:13]=2[O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:4][CH:3]=1.[ClH:31]>C(Cl)(Cl)Cl.CO>[ClH:31].[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][C:10]3[CH:26]=[CH:25][C:24]([NH2:27])=[CH:23][C:11]=3[C:12](=[O:22])[C:13]=2[O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66845127HCID 66845127, compound

Product 1

HCID 66845866HCID 66845866, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Prepared analogously to Example 5c, starting from 2-(4-hydroxyphenyl)-3-benzyloxy-6-acetamido-4H-1-benzopyran-4-one. Yield: 82%; TLC (9/1 Chloroform/Methanol) Rf: 0.71 Elem. anal. C29H23NO4*HCl; theory C, 71.68; H, 4.98; N, 2.88. found C, 71.35; H, 4.76; N, 3.03. 1H-NMR (d6-DMSO): 8.02 (d, 2H), 7.8-7.7 (m, 2H), 7.55-7.25 (m, 11H), 7.18 (d, 2H), 5.22 (s, 2H), 5.08 (s, 2H).

Workup

  1. customPrepared analogously to Example 5c

Sources & evidence

ORD record
ord-e5c82eeb0a8b44bc9590cdefbece723d
Source dataset
uspto-grants-2013_02
Patent number
US08372866B2

Reaction notes

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