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N,N,N',N'-Tetramethylethylenediamine → 1-[2,5-Dimethoxy-4-butyl-3,6-bis(methoxymethoxy)phenyl]-5-[2,5-dimethoxy-3,6-bis(methoxymethoxy)-4-(2-methoxymethyloxyethyl)phenyl]pentane

HRID 1588142
ノート
印刷プレビュー

反応式

HRID 1588142 の反応式
[CH3:1][O:2][C:3]1[C:8]([O:9][CH2:10][O:11][CH3:12])=[CH:7][C:6]([O:13][CH3:14])=[C:5]([O:15][CH2:16][O:17][CH3:18])[C:4]=1[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]1[C:29]([O:30][CH2:31][O:32][CH3:33])=[C:28]([O:34][CH3:35])[C:27]([CH2:36][CH2:37][O:38][CH2:39][O:40][CH3:41])=[C:26]([O:42][CH2:43][O:44][CH3:45])[C:25]=1[O:46][CH3:47].CN(C)CCN(C)C.[CH2:56]([Li])[CH2:57][CH2:58][CH3:59].C(I)CCC>C1(C)C=CC=CC=1.CN(C)P(=O)(N(C)C)N(C)C.C(OCC)C>[CH3:1][O:2][C:3]1[C:8]([O:9][CH2:10][O:11][CH3:12])=[C:7]([CH2:56][CH2:57][CH2:58][CH3:59])[C:6]([O:13][CH3:14])=[C:5]([O:15][CH2:16][O:17][CH3:18])[C:4]=1[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]1[C:29]([O:30][CH2:31][O:32][CH3:33])=[C:28]([O:34][CH3:35])[C:27]([CH2:36][CH2:37][O:38][CH2:39][O:40][CH3:41])=[C:26]([O:42][CH2:43][O:44][CH3:45])[C:25]=1[O:46][CH3:47]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 10962Butyl iodideHCID 197572501-[2,5-Dimethoxy-3,6-bis(methoxymethoxy)phenyl]-5-[2,5-dimethoxy-3,6-bis(methoxymethoxy)-4-(2-methoxymethyloxyethyl)phenyl]pentaneHCID 178418339Butyllithium

生成物 1

HCID 197572401-[2,5-Dimethoxy-4-butyl-3,6-bis(methoxymethoxy)phenyl]-5-[2,5-dimethoxy-3,6-bis(methoxymethoxy)-4-(2-methoxymethyloxyethyl)phenyl]pentane

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒HCID 3283Diethyl Ether溶媒HCID 12679Hexamethylphosphoramide溶媒

反応条件

温度
-78 °C

実験手順

550 Milligrams of 1-[2,5-dimethoxy-3,6-bis(methoxymethoxy)phenyl]-5-[2,5-dimethoxy-3,6-bis(methoxymethoxy)-4-(2-methoxymethyloxyethyl)phenyl]pentane was dissolved in a mixed solvent of 8 ml of toluene with 2 ml of hexamethylphosphoric triamide, to this solution was added 0.12 ml of N,N,N',N'-tetramethylethylenediamine and the whole mixture was cooled to -78° C. in a dry ice-acetone bath, then 0.64 ml of n-butyllithium was added to the reaction mixture. 15 Minutes later, 0.16 ml of n-butyl iodide was added to the reaction mixture, and temperature of the reaction mixture was gradually elevated to room temperature, and further stirred for 4 hours. 50 Milliliters of diethyl ether was added to the reaction mixture, and the organic layer was washed with water, a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue obtained was purified by means of a silica gel column chromatography (diameter 2 cm×length 10 cm, adsorbent: "Silica gel 60" manufactured by E. Merck A. G., developing solvent: 30% ethyl acetate-hexane) to obtain 520 mg of 1-[2,5-dimethoxy-4-butyl-3,6-bis(methoxymethoxy)phenyl]-5-[2,5-dimethoxy-3,6-bis(methoxymethoxy)4-(2-methoxymethyloxyethyl)phenyl]pentane. Amorphous powdery substance.

後処理

  1. customwas gradually elevated to room temperature
  2. washthe organic layer was washed with water
  3. dry with materiala saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue obtained
  6. customwas purified by means of a silica gel column chromatography (diameter 2 cm×length 10 cm, adsorbent

出典と根拠

ORDレコード
ord-d96c51272d134112b077c625f0104480
出典データセット
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05220042

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート