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

HRID 1734690ノート

反応式

HRID 1734690 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 194207644-(Benzoxazol-2-yl)benzylazide

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-8816979c7dcf48eb83713fa108d6df46
出典データセット
uspto-grants-1996_07
特許番号
US05534532

反応ノート

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