Water → HCID 178444439, 화합물

HRID 2227108노트

반응식

HRID 2227108 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 178444439HCID 178444439, 화합물

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d061030504034931b997d04d806f93a4
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06413448B1

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