Water → HCID 178444439、化合物

HRID 2227108ノート

反応式

HRID 2227108 の反応式
[Br-].O1CCCCC1O[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:11][CH:10]=1.C([Li])CCC.[CH2:42]([CH:47]1[CH2:52][CH2:51][CH:50]([CH:53]=O)[CH2:49][CH2:48]1)[CH2:43][CH2:44][CH2:45][CH3:46].[OH2:55]>COC(C)(C)C>[CH2:42]([C@H:47]1[CH2:48][CH2:49][C@H:50]([CH:53]=[CH:17][CH2:16][CH2:15][C:12]2[CH:11]=[CH:10][CH:9]=[CH:14][C:13]=2[OH:55])[CH2:51][CH2:52]1)[CH2:43][CH2:44][CH2:45][CH3:46]

参加物

6

反応物 4

HCID 962WaterHCID 140856594-PentylcyclohexanalHCID 18471791[3-(4-[2-Tetrahydropyranyloxy]phenyl)propyl]triphenylphosphonium bromideHCID 178418339Butyllithium

生成物 1

HCID 178444439HCID 178444439、化合物

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒2 回

実験手順

To a solution of [3-(4-[2-Tetrahydropyranyloxy]phenyl)propyl]triphenylphosphonium bromide 3D (R=pentyl) (1.68 g) in tert-butyl methyl ether at room temperature is added, dropwise, a 2.6 M solution of butyllithium (1.25 mL). The orange reaction mixture is stirred for 30 minutes, then a solution of cyclohexanal 3F (R=pentyl) (0.558 g) in tert-butyl methyl ether (3 mL) is added dropwise. The reaction is stirred a further 30 minutes, then poured into water and extracted with ether. The combined organic layers are washed with brine, then dried over sodium sulfate. The solvent is removed in vacuo and the residual material is flash chromatographed using 10% ethyl acetate in hexanes as the eluent.

後処理

  1. stirringThe reaction is stirred a further 30 minutes
  2. extractionextracted with ether
  3. washThe combined organic layers are washed with brine
  4. dry with materialdried over sodium sulfate
  5. customThe solvent is removed in vacuo
  6. customchromatographed

出典と根拠

ORDレコード
ord-d061030504034931b997d04d806f93a4
出典データセット
uspto-grants-2002_07
特許番号
US06413448B1

反応ノート

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