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m-Chloroperbenzoic acid → 3-fluoro-6,10b-dihydro-1aH-dibenzo-[3,4:6,7]cyclohept[1,2-b]oxirene

HRID 2250837
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HRID 2250837 반응식
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([O:10]O)=O)[CH:3]=1.[F:12][C:13]1[CH:27]=[CH:26][C:16]2[CH2:17]C3C=CC=CC=3C=[CH:21][C:15]=2[CH:14]=1>C(Cl)(Cl)Cl.C1(O)C=CC(O)=CC=1>[F:12][C:13]1[CH:27]=[CH:26][C:16]2[CH2:17][C:5]3[CH:6]=[CH:7][CH:2]=[CH:3][C:4]=3[CH:8]3[O:10][CH:21]3[C:15]=2[CH:14]=1
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참가 물질

5

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 227441622-fluoro-5H-dibenzo[a,d]cycloheptene

생성물 1

HCID 865887003-fluoro-6,10b-dihydro-1aH-dibenzo-[3,4:6,7]cyclohept[1,2-b]oxirene수율 110.4%

시약·촉매·용매 2

HCID 785Hydroquinone촉매HCID 6212Chloroform용매2회

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온도
60 °C

실험 절차

Metachloroperbenzoic acid (0.0501 mol) was dissolved in CHCl3 (40 ml). The organic solution was dried, filtered and the filtrate was added dropwise to a solution of intermediate 1 (0.0417 mol) and 1,4-benzenediol (0.26 g) in CHCl3 (70 ml), stirred at 60° C. The reaction mixture was stirred for 2.5 hours at 60° C., then cooled on an ice-bath, washed with a 10% aqueous Na2CO3 solution and brine, dried, filtered and the filtrate was evaporated, yielding 10.42 g of 3-fluoro-6,10b-dihydro-1aH-dibenzo-[3,4:6,7]cyclohept[1,2-b]oxirene (intermediate 2)

후처리

  1. customThe organic solution was dried
  2. filtrationfiltered
  3. stirringThe reaction mixture was stirred for 2.5 hours at 60° C.
  4. temperaturecooled on an ice-bath
  5. washwashed with a 10% aqueous Na2CO3 solution and brine
  6. customdried
  7. filtrationfiltered
  8. customthe filtrate was evaporated

출처 및 근거

ORD 기록
ord-fd3f5851dc47410e8d4f4488e34a8076
출처 데이터셋
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07317115B2

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