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Hexane → 1-Benzothien-7-ylboronic acid

HRID 2117334
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인쇄 미리보기

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HRID 2117334 반응식
Br[C:2]1[C:10]2[S:9][CH:8]=[CH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.C([Li])CCC.CCCCCC.[B:22](OC)([O:25]C)[O:23]C>CCOCC>[S:9]1[C:10]2[C:2]([B:22]([OH:25])[OH:23])=[CH:3][CH:4]=[CH:5][C:6]=2[CH:7]=[CH:8]1
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참가 물질

6

반응물 4

HCID 8058HexaneHCID 8470Trimethyl borateHCID 120455387-Bromobenzo[b]thiopheneHCID 178418339Butyllithium

생성물 1

HCID 166405281-Benzothien-7-ylboronic acid수율 60%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
-10 °C

실험 절차

A solution of 7-bromo-1-benzothiophene (19.9 g, 0.094 mol) in absolute ether (200 ml) was treated with a 1.6 M solution of n-butyllithium in hexane (0.14 mol, 88 ml) at −78° C. The solution was stiffed at −78° C. for 10 minutes then treated with trimethyl borate (15 ml, 0.14 mol). The mixture was allowed to warm to −10° C. then quenched with an excess of dilute hydrochloric acid. The organic layer was separated, dried, evaporated, and the residue was recrystallised from aqueous ethanol to yield the title compound (10 g, 60%).

후처리

  1. customthen quenched with an excess of dilute hydrochloric acid
  2. customThe organic layer was separated
  3. customdried
  4. customevaporated
  5. customthe residue was recrystallised from aqueous ethanol

출처 및 근거

ORD 기록
ord-ece564e6cbef422489e0a200676991f5
출처 데이터셋
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07442701B2

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