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Benzene → Biphenyl

HRID 2290956
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HRID 2290956 반응식
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:7]1([Li])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(OC(N[C@H](C(O)=O)C)=O)C.C1([Mg]Br)C=CC=CC=1>CCOCC.O1CCCC1>[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
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참가 물질

7

반응물 4

HCID 241BenzeneHCID 10558934N-(Ethoxycarbonyl)alanineHCID 178418255HCID 178418255, 화합물HCID 178506676HCID 178506676, 화합물

생성물 1

HCID 7095Biphenyl

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

The techniques which resulted in successful amido acylation of benzene using phenyllithium were next applied to the Grignard reaction. N-ethoxycarbonylalanine was treated with 300 mol percent of phenylmagnesium bromide at -78° C. and allowed to warm to room temperature. The desired ketone was not observed. Several hours of refluxing in ether and tetrahydrofuran yielded biphenyl and starting material which was optically intact.

후처리

  1. customwere next applied to the Grignard reaction

출처 및 근거

ORD 기록
ord-e20e9e964f654740b22c0176b22e7cf0
출처 데이터셋
uspto-grants-1986_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04618710

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