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5-Acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione → 2,2,6-Trimethyl-4H-1,3-dioxin-4-one

HRID 65118
ノート
印刷プレビュー

反応式

HRID 65118 の反応式
[CH3:1][C:2]1([CH3:12])[O:11][C:9](=O)[C:6](=CO)[C:4](=[O:5])[O:3]1.[CH3:13]C(C1C(=O)OC(C)(C)OC1=O)=O>C1(C)C=CC=CC=1.C1(C)C(C)=CC=CC=1>[CH3:12][C:2]1([CH3:1])[O:3][C:4](=[O:5])[CH:6]=[C:9]([CH3:13])[O:11]1
参加物実験手順出典と根拠反応ノート

参加物

5

反応物 2

HCID 27634705-Acetyl-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 111375775-(Hydroxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

生成物 1

HCID 793682,2,6-Trimethyl-4H-1,3-dioxin-4-one

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 7237O-Xylene溶媒

実験手順

The derivatives have not heretofore been known at all, but for the first time the present inventors have found a process for producing 2,2-dimethyl-1,3-dioxin-4-one as a compound belonging thereto. Namely, according to the process reported by the present inventors in Chem. Pharm. Bull. 31, (6) 1896 (1983), 2,2-dimethyl-1,3-dioxin-4-one was obtained from formyl Meldrum's acid in the presence of acetone and using a small amount of toluene or xylene as solvent, with a yield of 31%. This formyl Meldrum's acid seems to have a higher reactivity than that of similar acetyl Meldrum's acid. That is, in the case of the latter acid, its thermal decomposition yielded 2,2,6-trimethyl-1,3-dioxin-4-one, whereas in the case of the former acid, its mere heating in the absence of solvent formed only a resinous substance without yielding 2,2-dimethyl-1,3-dioxin-4-one, but when the former acid was heated in a xylene solvent containing acetone, the compound was obtained for the first time. However, its yield was not only low (yield: 31% as described above), but the loss of the raw material acid due to the resin formation was so great that the recovery of the raw material was impossible.

出典と根拠

ORDレコード
ord-a85d4adaeea1482e8eaaef23e26844e8
出典データセット
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04612379

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