Hydrochloric Acid → 3,4,5-Trihydroxybenzamide

HRID 1632639

反応式

HRID 1632639 の反応式
[C:1]([OH:12])(=O)[C:2]1[CH:10]=[C:8]([OH:9])[C:6]([OH:7])=[C:4]([OH:5])[CH:3]=1.C(OC1C=C(C=C(OC(=O)C)C=1OC(=O)C)C(O)=O)(=O)C.C(OC(=O)C)(=O)C.C(Cl)(=O)C.[OH-].[Na+].C([O-])([O-])=O.[Na+].[Na+].S(Cl)(Cl)=O.P(Cl)(Cl)Cl.C(OC1C=C(C=C(OC(=O)C)C=1OC(=O)C)C(Cl)=O)(=O)C.C([O-])(=O)C.[Na+].Cl.C([N:90](CC)CC)C>CO.C(O)C.N1C=CC=CC=1>[C:1]([NH2:90])(=[O:12])[C:2]1[CH:10]=[C:8]([OH:9])[C:6]([OH:7])=[C:4]([OH:5])[CH:3]=1

参加物

16

反応物 12

HCID 313Hydrochloric AcidHCID 370Gallic AcidHCID 6367Acetyl chlorideHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 14798Sodium Hydroxide2 回HCID 24386Thionyl ChlorideHCID 24387Phosphorus trichlorideHCID 95088Benzoic acid, 3,4,5-tris(acetyloxy)-HCID 1555063,4,5-Triacetoxybenzoyl chlorideHCID 517045Sodium Acetate

生成物 1

HCID 692563,4,5-Trihydroxybenzamide

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 887Methanol溶媒HCID 1049Pyridine溶媒2 回

実験手順

Namely, gallic acid is converted into 3,4,5-triacetoxybenzoic acid by reacting with acetic anhydride or acetic acid chloride in the presence of a base such as NaOH (J. Chem. Soc., 2495 (1931)), Na2CO3, pyridine or so on and, further, converted into the corresponding acid chloride by reacting with thionyl chloride or phosphorus trichloride. The thus-obtained 3,4,5-triacetoxybenzoic acid chloride was made to react with an appropriate amine in the presence of a base such as pyridine, triethylamine or the like. Thereafter, the reaction product is treated with sodium acetate, sodium hydroxide or hydrochloric acid in methanol or ethanol to produce an intended gallic acid amide.

出典と根拠

ORDレコード
ord-cdde5cb78ea24ee3b3a1e264077d2e68
出典データセット
uspto-grants-1984_10
特許番号
US04476219

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