Diisopropylamine → HCID 14362830、化合物

HRID 5199ノート

反応式

HRID 5199 の反応式
C(NC(C)C)(C)C.C([Li])CCC.[CH2:13]([O:15][CH:16]([P:20]([CH3:25])(=[O:24])[O:21][CH2:22][CH3:23])[O:17][CH2:18][CH3:19])[CH3:14].[CH3:26][O:27][C:28]1[CH:38]=[CH:37][C:31]([CH:32]=[CH:33][N+:34]([O-:36])=[O:35])=[CH:30][CH:29]=1.[Cl-].[NH4+]>O1CCCC1.CCCCCC>[CH3:26][O:27][C:28]1[CH:29]=[CH:30][C:31]([CH:32]([CH2:33][N+:34]([O-:36])=[O:35])[CH2:25][P:20]([CH:16]([O:17][CH2:18][CH3:19])[O:15][CH2:13][CH3:14])(=[O:24])[O:21][CH2:22][CH3:23])=[CH:37][CH:38]=1

参加物

8

反応物 5

HCID 7912DiisopropylamineHCID 25517Ammonium ChlorideHCID 2298434-Methoxy-beta-nitrostyreneHCID 13764418Ethyl(diethoxymethyl)methylphosphinateHCID 178418339Butyllithium

生成物 1

HCID 14362830HCID 14362830、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒3 回HCID 8058Hexane溶媒

実験手順

To a solution of 8.7 g of diisopropylamine in 40 ml of tetrahydrofuran at -78° C. under an atmosphere of nitrogen are added 53.6 ml of a 1.6M solution of n-butyllithium in hexane. This solution is then stirred for a period of 10 minutes at this temperature, after which time a solution of 15.0 g of ethyl (diethoxymethyl)methylphosphinate in 20 ml of tetrahydrofuran is added. This mixture is then stirred for a period of 1 hour at -78° C. after which time a solution of 12.8 g of 4-methoxy-β-nitrostyrene in 20 ml of tetrahydrofuran is introduced. This mixture is then allowed to warm to room temperature when 40 ml of a saturated ammonium chloride solution is added. The aqueous layer is then extracted with 2×25 ml of diethyl ether and the organic extracts are combined and dried over magnesium sulphate. The solvent is then evaporated under reduced pressure and the crude product chromatographed on silica gel using ethyl acetate as an eluent to give ethyl 2-(4-methoxyphenyl)-3-nitropropyl(diethoxymethyl)phosphinate as a viscous oil, 31 p=+42.4 and +42.1 ppm (CDCl3).

後処理

  1. additionis introduced
  2. additionis added
  3. extractionThe aqueous layer is then extracted with 2×25 ml of diethyl ether
  4. dry with materialdried over magnesium sulphate
  5. customThe solvent is then evaporated under reduced pressure
  6. customthe crude product chromatographed on silica gel

出典と根拠

ORDレコード
ord-052fc1659f244dcba4296a66d0377419
出典データセット
uspto-grants-1993_09
特許番号
US05243062

反応ノート

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