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Sodium Hydroxide → 1-Oxo-1,3-dihydroisobenzofuran-6-carbaldehyde oxime

HRID 1766873
ノート
印刷プレビュー

反応式

HRID 1766873 の反応式
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH:11]=O)[CH:9]=2)[CH2:4][O:3]1.Cl.[NH2:14][OH:15].[OH-].[Na+]>>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH:11]=[N:14][OH:15])[CH:9]=2)[CH2:4][O:3]1
参加物実験手順出典と根拠反応ノート

参加物

4

反応物 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 178625183-Oxo-1,3-dihydroisobenzofuran-5-carbaldehyde

生成物 1

HCID 734121851-Oxo-1,3-dihydroisobenzofuran-6-carbaldehyde oxime

実験手順

According to a similar procedure to that described in Example 4-(4), 1-oxo-1,3-dihydroisobenzofuran-6-carbaldehyde (2.42 g, 14.9 mmol) obtained from Example 5-(1), hydroxylamine hydrochloride (1.35 g, 19.4 mmol), and an aqueous solution of sodium hydroxide (1.0N; 19.3 ml, 19.3 mmol) were reacted, and the reaction mixture was worked up to afford 1-oxo-1,3-dihydroisobenzofuran-6-carbaldehyde oxime as a crude solid. According to a similar procedure to that described in Example 4-(4), the crude product obtained above, triethylamine (3.92 g, 39 mmol), and anhydrous trifluoroacetic acid (4.08 g, 19.4 mmol) were reacted, and the reaction mixture was worked up to afford, after extraction and concentration, a solid residue. The residue was subjected to chromatography on a silica gel (50 g) column (eluent; ethyl acetate:dichloromethane=0:1˜1:10) to afford the title compound (1.67 g, 70% yield) as a solid (mp. 195-196° C.).

出典と根拠

ORDレコード
ord-adc1702eb8084071b5b7ded78bea7cb5
出典データセット
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07230023B2

反応ノート

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