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

HRID 1654690
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HRID 1654690 반응식
[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
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참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 8028
Tetrahydrofuran
용매
2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-33013ae522f94826b94c2ea94aacce37
출처 데이터셋
uspto-grants-1995_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05409931

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