Hydroxyamine hydrochloride → (NE)-N-[[3,3-bis(fluoromethyl)-1-hydroxy-2,1-benzoxaborol-5-yl]methylidene]hydroxylamine

HRID 532208ノート

反応式

HRID 532208 の反応式
[F:1][CH2:2][C:3]1([CH2:15][F:16])[O:7][B:6]([OH:8])[C:5]2[CH:9]=[CH:10][C:11]([CH:13]=O)=[CH:12][C:4]1=2.[NH2:17][OH:18].Cl.CC([O-])=O.[Na+]>C1COCC1.O>[F:1][CH2:2][C:3]1([CH2:15][F:16])[O:7][B:6]([OH:8])[C:5]2[CH:9]=[CH:10][C:11](/[CH:13]=[N:17]/[OH:18])=[CH:12][C:4]1=2

参加物

6

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 866850753,3-Bis(fluoromethyl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbaldehyde

生成物 1

HCID 89572707(NE)-N-[[3,3-bis(fluoromethyl)-1-hydroxy-2,1-benzoxaborol-5-yl]methylidene]hydroxylamine

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 3,3-bis(fluoromethyl)-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbaldehyde (400 mg, 1.77 mmol) and NH2OH.HCl (148 mg, 2.12 mmol) in THF (25 mL) and H2O (5 mL) at rt was added NaOAc (203 mg, 2.48 mmol). The mixture was stirred at rt overnight, diluted with H2O and extracted with EA (50 mL×2). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product (440 mg) was used directly in the next step without purification.

後処理

  1. extractionextracted with EA (50 mL×2)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product (440 mg) was used directly in the next step without purification

出典と根拠

ORDレコード
ord-027fa162d41344c9aec891912f12eef2
出典データセット
uspto-grants-2014_10
特許番号
US08853186B2

反応ノート

読み込み中…