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

HRID 532208노트

반응식

HRID 532208 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-027fa162d41344c9aec891912f12eef2
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853186B2

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