Hydrochloric Acid → Ethyl 1-(4-bromophenyl)cyclopentane-1-carboxylate

HRID 557639노트

반응식

HRID 557639 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=1.[H-].[Na+].Br[CH2:17][CH2:18][CH2:19][CH2:20]Br.Cl>CN(C=O)C.CCOC(C)=O>[CH2:12]([O:11][C:9]([C:8]1([C:5]2[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=2)[CH2:20][CH2:19][CH2:18][CH2:17]1)=[O:10])[CH3:13]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 80561,4-DibromobutaneHCID 24758Sodium hydrideHCID 7020609Ethyl 2-(4-bromophenyl)acetate

생성물 1

HCID 66660571Ethyl 1-(4-bromophenyl)cyclopentane-1-carboxylate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of ethyl 4-bromophenylacetate (2 g, 8.2 mmol) in DMF (20 mL) at 0° C. was added sodium hydride (60% in mineral oil; 0.72 g, 18.1 mmol), and the mixture was stirred for 10 minutes. 1,4-Dibromobutane (1.07 mL, 9.0 mmol) was added, and the reaction was stirred at room temperature for 30 minutes. Once no starting material was seen by analytical tlc, the mixture was worked up with EtOAc and aqueous 10% HCl, and the crude material was purified by silica gel chromatography to give the title compound.

후처리

  1. stirringthe reaction was stirred at room temperature for 30 minutes
  2. customthe crude material was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-d269a3c64f62471ea846701ed0824d2f
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058300B2

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