Sodium Hydroxide → (9-Methyl-9H-carbazol-3-yl)methanol

HRID 638522노트

반응식

HRID 638522 반응식
[CH3:1][N:2]1[C:14]2[CH:13]=[CH:12][C:11]([CH:15]=[O:16])=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[BH4-].[Na+].[OH-].[Na+]>C(O)C.O>[CH3:1][N:2]1[C:14]2[CH:13]=[CH:12][C:11]([CH2:15][OH:16])=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 6106669-Methyl-9H-carbazole-3-carbaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 20252566(9-Methyl-9H-carbazol-3-yl)methanol수율 92%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

To a solution of 18.9 g N-methyl-3-formyl carbazole in 400 ml ethanol, a mixture of 2.5 g NaBH4 and 20 ml 0.4N NaOH in water was added dropwise. The mixture was then heated at 60° C. and stirred for one hour. Cooling at room temperature, white crystals were obtained which were filtered, washed with water, dried and recrystallized from a cyclohexane:benzene mixture (1:1), yielding 92% N-methyl-3-hydroxymethyl carbazole with m.p.=96° C. IR: 3346 cm-1 (OH), 710, 729, 747, 770, 804 cm-1 (carbazole) 1H.NMR (CDCl3): 8.13-8.03 ppm (C4, C5, multiplet) 7.43-7.29 ppm (C1, C2, C6, C7, C8, multiplet) 4.84 ppm (CH2 singlet) 3.83 ppm (CH3 singlet) 1.64 ppm (OH, singlet).

후처리

  1. additionwas added dropwise
  2. temperatureCooling at room temperature
  3. customwhite crystals were obtained which
  4. filtrationwere filtered
  5. washwashed with water
  6. customdried
  7. customrecrystallized from a cyclohexane

출처 및 근거

ORD 기록
ord-7eeafab757d94780bafdd8cfe1a6ee75
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04562133

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