2-[(Benzyloxy)methyl]-1-tritylaziridine → 2-[(Benzyloxy)methyl]aziridine

HRID 2109844노트

반응식

HRID 2109844 반응식
[CH2:1]([O:8][CH2:9][CH:10]1[CH2:12][N:11]1C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClCCl.FC(F)(F)C(O)=O.C([SiH](CC)CC)C>[CH2:1]([O:8][CH2:9][CH:10]1[CH2:12][NH:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 1

HCID 781562322-[(Benzyloxy)methyl]-1-tritylaziridine

생성물 1

HCID 866027862-[(Benzyloxy)methyl]aziridine

시약·촉매·용매 3

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매HCID 12052Triethylsilane용매

실험 절차

To a cold (0° C.) solution of 2-[(benzyloxy)methyl]-1-tritylaziridine (1.28 g, 3.16 mmol) in dichloromethane (13 mL), trifluoroacetic acid (1 mL) and triethylsilane (2.0 mL) was added and stirred at the temperature for 1 h. The resultant mixture was concentrated under vacuum, and the residue was partitioned between ether and brine. The organic extract was dried with anhydrous magnesium sulfate, filtered, and concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluting with a mixture of 50-100% THF in hexane. Collection and concentration of appropriate fractions provided 2-[(benzyloxy)methyl]aziridine.

후처리

  1. concentrationThe resultant mixture was concentrated under vacuum
  2. customthe residue was partitioned between ether and brine
  3. extractionThe organic extract
  4. dry with materialwas dried with anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. additionThe residue was subjected to column chromatography on silica gel eluting with a mixture of 50-100% THF in hexane
  8. customCollection and concentration of appropriate fractions

출처 및 근거

ORD 기록
ord-22c1b535cf6d413b91a75cd5230e7cd9
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517532B2

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