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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Hydrochloric Acid → 3'-Borono-4-chlorobiphenyl-3-carboxylic acid

HRID 404960
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인쇄 미리보기

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HRID 404960 반응식
B([C:4]1[CH:5]=[CH:6][C:7]([Cl:13])=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10])(O)O.I[C:15]1[CH:16]=[C:17]([B:21]([OH:23])[OH:22])[CH:18]=[CH:19][CH:20]=1.C([O-])([O-])=O.[K+].[K+].Cl>C1(C)C=CC=CC=1.CO.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[B:21]([C:17]1[CH:16]=[C:15]([C:4]2[CH:5]=[CH:6][C:7]([Cl:13])=[C:8]([C:9]([OH:11])=[O:10])[CH:12]=2)[CH:20]=[CH:19][CH:18]=1)([OH:23])[OH:22]
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 27343623-Iodophenylboronic acidHCID 230053332-Chloro-5-(dihydroxyboranyl)benzoic acid

생성물 1

HCID 667994763'-Borono-4-chlorobiphenyl-3-carboxylic acid

시약·촉매·용매 2

HCID 178418476
HCID 178418476, 화합물
촉매
HCID 21867641Toluene methanol용매

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온도
75 °C

실험 절차

5-Borono-2-chlorobenzoic acid (200 mg, 1 mmol), 3-iodophenylboronic acid (125 mg, 0.5 mmol), K2CO3 (207 mg, 1.5 mmol) and PdCl2(PPh3)2 (37 mg, 0.05 mmol) were dissolved in a mixture of toluene-MeOH (17 mL:1.7 mL) and heated at 75° C. for 3 hours. The mixture was filtered through celite washed with water and the solvent was evaporated in vacuo. The formed crude residue was acidified with 2 M HCl and extracted into EtOAc and dried over anhyd. Na2SO4, evaporated solvent in vacuo to obtain crude 3′-borono-4-chlorobiphenyl-3-carboxylic acid as a reddish brown solid. The crude product was used for the next step without further purification.

후처리

  1. filtrationThe mixture was filtered through celite
  2. washwashed with water
  3. customthe solvent was evaporated in vacuo
  4. customThe formed crude residue
  5. extractionextracted into EtOAc
  6. customdried over anhyd
  7. customNa2SO4, evaporated solvent in vacuo

출처 및 근거

ORD 기록
ord-918fe80fdb5443108331e3c160e6302e
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08748632B2

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