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Sodium borohydride → 7-(Hydroxymethyl)-4-phenylquinoline-2-carbonitrile

HRID 2422527
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인쇄 미리보기

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HRID 2422527 반응식
[CH:1]([C:3]1[CH:12]=[C:11]2[C:6]([C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:8][C:9]([C:13]#[N:14])=[N:10]2)=[CH:5][CH:4]=1)=[O:2].[BH4-].[Na+]>C1COCC1.CO>[OH:2][CH2:1][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:8][C:9]([C:13]#[N:14])=[N:10]2)=[CH:5][CH:4]=1
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참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 574378457-Formyl-4-phenylquinoline-2-carbonitrile

생성물 1

HCID 597748927-(Hydroxymethyl)-4-phenylquinoline-2-carbonitrile

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To a solution of 7-formyl-4-phenylquinoline-2-carbonitrile (516 mg, 2.0 mmol) in THF (6 mL) and MeOH (2 mL) was added at 0° C. sodium borohydride (91 mg, 2.4 mmol). The mixture was stirred 1 h at 0° C., quenched with saturated aqueous NH4Cl and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The compound was used as such for the next step. MS (+ESI): 262 (M+H)+.

후처리

  1. customquenched with saturated aqueous NH4Cl
  2. extractionextracted with EtOAc
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-69420fec5eff41828e4cd9114ab39e77
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07960409B2

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