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

HRID 2109844ノート

反応式

HRID 2109844 の反応式
[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

参加物

5

反応物 1

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

生成物 1

HCID 866027862-[(Benzyloxy)methyl]aziridine

試薬・触媒・溶媒 3

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒HCID 12052Triethylsilane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-22c1b535cf6d413b91a75cd5230e7cd9
出典データセット
uspto-grants-2009_04
特許番号
US07517532B2

反応ノート

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