Hexane → 12-(Methoxymethyl)oxy-3,7,11-trimethyl-2,6,10-dodecatrienal

HRID 1110177

반응식

HRID 1110177 반응식
[CH3:1][C:2](O)([CH2:5][CH2:6][CH:7]=[C:8]([CH3:19])[CH2:9][CH2:10][CH:11]=[C:12]([CH3:18])[CH2:13][O:14][CH2:15][O:16][CH3:17])[CH:3]=[CH2:4].[Cr](Cl)([O-])(=O)=[O:22].[NH+]1C=CC=CC=1.CCCCCC.C(OCC)(=O)C>ClCCl.CCOCC>[CH3:17][O:16][CH2:15][O:14][CH2:13][C:12]([CH3:18])=[CH:11][CH2:10][CH2:9][C:8]([CH3:19])=[CH:7][CH2:6][CH2:5][C:2]([CH3:1])=[CH:3][CH:4]=[O:22]

참가 물질

7

반응물 4

HCID 8058HexaneHCID 8857Ethyl AcetateHCID 541270243,7,11-Trimethyl-12-(methoxymethyl)oxy-1,6,10-dodecatrien-3-olHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 5720638812-(Methoxymethyl)oxy-3,7,11-trimethyl-2,6,10-dodecatrienal수율 52%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

A solution of 3,7,11-trimethyl-12-(methoxymethyl)oxy-1,6,10-dodecatrien-3-ol (460 mg, 1.6 mmol) in dichloromethane (30 ml) was added pyridinium chlorochromate (690 mg, 3.2 mmol), and the mixture was stirred at room temperature for 8 hours. After addition of a mixture of hexane, ethyl acetate, and ether (3:1:1) (100 ml), the mixture was stirred and insoluble materials were filtered. The filtrate was concentrated in vacuo, and the residue as purified with silica gel column chromatography to give 12-(methoxymethyl)oxy-3,7,11-trimethyl-2,6,10-dodecatrienal (233 mg, 52%). The physico-chemical properties of the product was the same as those described in Reference Example 1.

후처리

  1. stirringthe mixture was stirred
  2. filtrationinsoluble materials were filtered
  3. concentrationThe filtrate was concentrated in vacuo
  4. customthe residue as purified with silica gel column chromatography

출처 및 근거

ORD 기록
ord-6cdfb2e0308c40079f19f32d32e511a5
출처 데이터셋
uspto-grants-1994_06
특허 번호
US05324869

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