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Diethyl Ether → 4-Hydroxyimino-6-phenyl-hexanoic acid

HRID 852892
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HRID 852892 반응식
O=[C:2]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6].Cl.[NH2:17][OH:18].C[O-].[Na+].CCOCC>CO>[OH:18][N:17]=[C:2]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 443297Hydroxyamine hydrochlorideHCID 6097734-Oxo-6-phenylhexanoic acidHCID 10942334Sodium Methoxide

생성물 1

HCID 600707174-Hydroxyimino-6-phenyl-hexanoic acid수율 90%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The ketone 99 (3.0 g, 13.6 mmol) and hydroxylamine hydrochloride (1.98 g, 27 mmol) were dissolved in methanol (20 mL) then sodium methoxide (2.9 g) was added. The solution was stirred and refluxed for 2 hr then cooled. Ether was added and the organic layer was washed twice with 2M HCl, brine and dried over MgSO4. Removal of solvent gave the oximes 100 (2.7 g 90%) as a mixture of E:Z isomers in the ratio 1.5:1.

후처리

  1. temperaturerefluxed for 2 hr
  2. temperaturethen cooled
  3. washthe organic layer was washed twice with 2M HCl, brine
  4. dry with materialdried over MgSO4
  5. customRemoval of solvent

출처 및 근거

ORD 기록
ord-5353d4ad944d49e7bce5b3d97acdda7e
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07253194B2

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