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Hydrochloric Acid → 2-Hydroxy-1-naphthonitrile

HRID 623245
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HRID 623245 반응식
B(Cl)(Cl)Cl.[CH:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[OH:15].[Cl-].[Al+3].[Cl-].[Cl-].[OH-].[Na+].Cl.CS[C:25]#[N:26]>ClCCCl>[C:25]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[OH:15])#[N:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 6

HCID 313Hydrochloric AcidHCID 86632-NaphtholHCID 11168Methyl thiocyanateHCID 14798Sodium HydroxideHCID 25135Boron TrichlorideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 111164622-Hydroxy-1-naphthonitrile
수율 88%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매2회

실험 절차

To 6 ml of a solution of 2.02M of boron trichloride in 1,2-dichloroethane were added a solution of 1.44 g of β-naphthol in 30 ml of 1,2-dichloroethane, 0.82 ml of methyl thiocyanate and 1.33 g of aluminium chloride under ice-cooling. After stirring at room temperature for 3 hr., the reaction mixture was poured into 33 ml of 4N aqueous NaOH and stirred at 75°-78° C. on an oil bath for 30 min. The reaction solution was mixed with 30 ml of 6N HCl and extracted with ether. After drying the ether layer over anhydrous magnesium sulfate, the solvent was distilled off. The residue was recrystallized from ether-benzene to yield 1.49 g of 1-cyano-2-naphthol as crystals melting at 160°-161° C.

후처리

  1. temperaturecooling
  2. stirringstirred at 75°-78° C. on an oil bath for 30 min
  3. extractionextracted with ether
  4. dry with materialAfter drying the ether layer over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off
  6. customThe residue was recrystallized from ether-benzene

출처 및 근거

ORD 기록
ord-37e668f76a2f4880951e11a7f80d83a2
출처 데이터셋
uspto-grants-1988_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04774331

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