Dimethyl Sulfoxide → 4-(Benzoxazol-2-yl)benzylazide

HRID 1734690노트

반응식

HRID 1734690 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:17]=[CH:16][C:13]([CH2:14]Br)=[CH:12][CH:11]=1.[N-:18]=[N+:19]=[N-:20].[Na+].CS(C)=O>C1COCC1.C(Cl)Cl>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:17]=[CH:16][C:13]([CH2:14][N:18]=[N+:19]=[N-:20])=[CH:12][CH:11]=1

참가 물질

6

반응물 3

HCID 679Dimethyl SulfoxideHCID 33557Sodium AzideHCID 110335154-(Benzoxazol-2-yl)benzyl bromide

생성물 1

HCID 194207644-(Benzoxazol-2-yl)benzylazide

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-(benzoxazol-2-yl)benzyl bromide (0.49 g; 1.7 mmol) in THF (3 ml) is added sodium azide (0.22 g; 3.4 mmol) and dimethylsulfoxide (1 ml). The reaction is stirred for 24 hours and diluted with CH2Cl2, washed with H2O 3x and brine, dried (MgSO4) and concentrated in vacuo. The product is purified by column chromatography using 50% CH2Cl2 /petroleum ether to yield 4-(benzoxazol-2-yl)benzylazide as a white solid which is used directly in Step B.

후처리

  1. washwashed with H2O 3x and brine
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customThe product is purified by column chromatography

출처 및 근거

ORD 기록
ord-8816979c7dcf48eb83713fa108d6df46
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05534532

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