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Triphenylphosphine → 3-(2-Aminoethoxy)-5-chloro-1,2-benzisoxazole hydrochloride

HRID 1739051
ノート
印刷プレビュー

反応式

HRID 1739051 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O.C(OC([NH:39][CH2:40][CH2:41]O)=O)(C)(C)C.[Cl:43][C:44]1[CH:45]=[CH:46][C:47]2[O:51][N:50]=[C:49]([OH:52])[C:48]=2[CH:53]=1>O1CCCC1>[ClH:43].[NH2:39][CH2:40][CH2:41][O:52][C:49]1[C:48]2[CH:53]=[C:44]([Cl:43])[CH:45]=[CH:46][C:47]=2[O:51][N:50]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 2733206tert-butyl N-(2-hydroxyethyl)carbamateHCID 178518984HCID 178518984、化合物

生成物 1

HCID 186960233-(2-Aminoethoxy)-5-chloro-1,2-benzisoxazole hydrochloride収率 186.9%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

To a solution of triphenylphosphine (0.87 g) in tetrahydrofuran (10 ml), was added diethyl azodicarboxylate (0.57 g) dropwise with stirring under ice cooling. The reaction mixture was stirred at the same temperature for 10 minutes. Then, 2-(N-t-butoxycarbonylamino)ethanol (0.48 g) and 5-chloro-3-hydroxy-1,2-benzisoxazole (0.51 g) were added to the reaction mixture successively and stirred under ice cooling for 10 minutes and at room temperature for 24 hours. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography with cyclohexane/ethyl acetate (4/1) as an eluent. The title compound (0.70 g) was obtained as colorless crystals by crystallization from isopropylether.

後処理

  1. stirringThe reaction mixture was stirred at the same temperature for 10 minutes
  2. stirringstirred under ice cooling for 10 minutes and at room temperature for 24 hours
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography with cyclohexane/ethyl acetate (4/1) as an eluent

出典と根拠

ORDレコード
ord-aa9773a961de4a86884dff87b7605d24
出典データセット
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05965591

反応ノート

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