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Aluminum(III) Chloride → 1-(1,4-Dioxaspiro[4.5]dec-7ylmethyl)-1,2,3,6-tetrahydro-4-phenylpyridine

HRID 1654690
ノート
印刷プレビュー

反応式

HRID 1654690 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:11]1[C:15]2([CH2:20][CH2:19][CH2:18][CH:17]([C:21]([N:23]3[CH2:28][CH:27]=[C:26]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[CH2:25][CH2:24]3)=O)[CH2:16]2)[O:14][CH2:13][CH2:12]1>C(OCC)C.O1CCCC1>[O:14]1[C:15]2([CH2:20][CH2:19][CH2:18][CH:17]([CH2:21][N:23]3[CH2:24][CH:25]=[C:26]([C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=4)[CH2:27][CH2:28]3)[CH2:16]2)[O:11][CH2:12][CH2:13]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6451240Aluminum(III) ChlorideHCID 103590941-(1,4-Dioxaspiro[4.5]dec-7-yl carbonyl)-1,2,3,6-tetrahydro-4-phenylpyridineHCID 21226445Aluminium lithium hydride

生成物 1

HCID 102450751-(1,4-Dioxaspiro[4.5]dec-7ylmethyl)-1,2,3,6-tetrahydro-4-phenylpyridine

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒
HCID 8028
Tetrahydrofuran
溶媒
2 回

実験手順

A solution of aluminum chloride (14.54 g) in 500 mL of anhydrous diethyl ether is added dropwise to a suspension of lithium aluminum hydride (12.41 g) in 500 mL of tetrahydrofuran. The mixture is stirred at room temperature for 30 minutes. A solution of 1-(1,4-dioxaspiro[4.5]dec-7-yl carbonyl)-1,2,3,6-tetrahydro-4-phenylpyridine (Step B) in 500 mL of tetrahydrofuran is added dropwise. The mixture is stirred at room temperature overnight, and it is quenched by careful addition of 13 mL of water, followed by 59 mL of 25% aqueous sodium hydroxide solution. The resulting mixture is stirred at room temperature for 2 hours, filtered through celite, and concentrated in vacuo. The title compound is obtained (90.40 g) as a light yellow oil (silica; Rf =0.2; 1% methanol, 99% chloroform).

後処理

  1. stirringThe mixture is stirred at room temperature overnight
  2. customit is quenched by careful addition of 13 mL of water
  3. stirringThe resulting mixture is stirred at room temperature for 2 hours
  4. filtrationfiltered through celite
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-33013ae522f94826b94c2ea94aacce37
出典データセット
uspto-grants-1995_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05409931

反応ノート

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