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Piperidine → 5-Chloro-3H-spiro[1-benzofuran-2,3'-pyrrolidine]

HRID 270099
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HRID 270099 반응식
N1CCCCC1.C([N:14]1[CH2:18][CH2:17][C:16]2([CH2:22][C:21]3[CH:23]=[C:24]([Cl:27])[CH:25]=[CH:26][C:20]=3[O:19]2)[CH2:15]1)C1C=CC=CC=1.ClC(OCC)=O.[OH-].[K+]>ClCCl.[OH-].[NH4+].CO.C(O)C.O.C1(C)C=CC=CC=1>[Cl:27][C:24]1[CH:25]=[CH:26][C:20]2[O:19][C:16]3([CH2:17][CH2:18][NH:14][CH2:15]3)[CH2:22][C:21]=2[CH:23]=1
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참가 물질

11

반응물 4

HCID 8082PiperidineHCID 10928Ethyl chloroformateHCID 14797Potassium HydroxideHCID 59833627HCID 59833627, 화합물

생성물 1

HCID 598336445-Chloro-3H-spiro[1-benzofuran-2,3'-pyrrolidine]수율 61.9%

시약·촉매·용매 6

HCID 702Ethanol용매
HCID 887
Methanol
용매
HCID 962Water용매
HCID 1140Toluene용매
HCID 6344Dichloromethane용매
HCID 14923Ammonium Hydroxide용매2회

실험 절차

The experimental procedure is the same as described above for the corresponding piperidine derivative using 1′-benzyl-5-chloro-3H-spiro[1-benzofuran-2,3′-pyrrolidine] (555 mg, 1.85 mmol), ethyl chloroformate (261 mg, 2.4 mmol), toluene (5 mL), potassium hydroxide (KOH) (3.0 g), water (3 mL) and ethanol (6 mL) to give the titled compound (240 mg) after silica gel flash chromatography (0-2% methanol in dichloromethane, 0.2% ammonium hydroxide, NH4OH).

출처 및 근거

ORD 기록
ord-109f89a5cf3948b0b4c12fae8e67f820
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07449475B2

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