Ethanol → 2-Hydroxy-3-bromo-4-chloro-5-(1,1-dimethylethyl)benzaldehyde oxime

HRID 1710002ノート

反応式

HRID 1710002 の反応式
[OH:1][C:2]1[C:9]([Br:10])=[C:8]([Cl:11])[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:6][C:3]=1[CH:4]=O.Cl.[NH2:17][OH:18].C(O)C.C(=O)(O)[O-].[Na+]>O1CCCC1.O>[OH:1][C:2]1[C:9]([Br:10])=[C:8]([Cl:11])[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:6][C:3]=1[CH:4]=[N:17][OH:18]

参加物

7

反応物 4

HCID 702EthanolHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 230354152-Hydroxy-3-bromo-4-chloro-5-(1,1-dimethylethyl)benzaldehyde

生成物 1

HCID 1364045082-Hydroxy-3-bromo-4-chloro-5-(1,1-dimethylethyl)benzaldehyde oxime収率 85%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2.25 g (7.72 mmol) of 2-hydroxy-3-bromo-4-chloro-5-(1,1-dimethylethyl)benzaldehyde and 0.59 g (8.49 mmol) of hydroxylamine hydrochloride in 15 ml of 1:1:1 tetrahydrofuran:ethanol:water was cooled in an ice-water bath. Sodium bicarbonate (0.78 g, 9.26 mmol) was added in small portions over 15 minutes. After stirring overnight at ambient temperature, water (25 ml) was added and the solid was filtered and dried. There was obtained 2.00 g (6.52 mmol, 85%) of 2-hydroxy-3-bromo-4-chloro-5-(1,1-dimethylethyl)benzaldehyde oxime as a white solid after crystallization from cyclohexane mp 175°-177° C.

後処理

  1. filtrationthe solid was filtered
  2. customdried

出典と根拠

ORDレコード
ord-0a0e0be3a83846a4a00ecb16d29a45ac
出典データセット
uspto-grants-1990_08
特許番号
US04952583

反応ノート

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