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

HRID 1707786

反応式

HRID 1707786 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

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 was 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.

後処理

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

出典と根拠

ORDレコード
ord-2b6367136e3d4c18a76adc43d624328b
出典データセット
uspto-grants-1994_10
特許番号
US05354874

関連ノート

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