(NE)-N-[(4-fluoro-1-hydroxy-3,3-dimethyl-2,1-benzoxaborol-6-yl)methylidene]hydroxylamine → 6-(aminomethyl)-4-fluoro-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol

HRID 1037140ノート

反応式

HRID 1037140 の反応式
[F:1][C:2]1[C:10]2[C:9]([CH3:12])([CH3:11])[O:8][B:7]([OH:13])[C:6]=2[CH:5]=[C:4](/[CH:14]=[N:15]/O)[CH:3]=1>C([O-])(=O)C.[Zn]>[NH2:15][CH2:14][C:4]1[CH:3]=[C:2]([F:1])[C:10]2[C:9]([CH3:11])([CH3:12])[O:8][B:7]([OH:13])[C:6]=2[CH:5]=1

参加物

4

反応物 1

HCID 89573609(NE)-N-[(4-fluoro-1-hydroxy-3,3-dimethyl-2,1-benzoxaborol-6-yl)methylidene]hydroxylamine

生成物 1

HCID 866855046-(aminomethyl)-4-fluoro-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 175Acetate溶媒

反応条件

温度
42.5 °C

実験手順

To a solution of (E)-4-fluoro-1-hydroxy-3,3-dimethyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde oxime (1.8 g, 8.57 mmol) in acetate acid (18 mL) at rt was added Zn powder (2.8 g, 42.85 mmol). The reaction mixture was stirred at 40 to 45° C. for 3 h. The mixture was cooled to rt, filtered and concentrated under reduced pressure give crude 6-(aminomethyl)-4-fluoro-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol as white solid. It was used in next step without further purification.

後処理

  1. temperatureThe mixture was cooled to rt
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-bd6ad4e9ce194d08ad67a47ff34a25ca
出典データセット
uspto-grants-2013_10
特許番号
US08546357B2

反応ノート

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