Sodium Hydroxide → HCID 57079581、化合物

HRID 439843ノート

反応式

HRID 439843 の反応式
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]2[NH:7][C:6]3[C:11]4[C:16]([CH2:17][C:5]=3[C:4]=2[CH:3]=1)=[CH:15][CH:14]=[CH:13][CH:12]=4.C([BH3-])#N.[Na+].[OH-].[Na+]>C(O)(=O)C>[CH3:1][C:2]1[CH:10]=[CH:9][C:8]2[NH:7][C@@H:6]3[C:11]4[C:16]([CH2:17][C@@H:5]3[C:4]=2[CH:3]=1)=[CH:15][CH:14]=[CH:13][CH:12]=4

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 222470798-Methyl-5,10-dihydroindeno[1,2-b]indole

生成物 1

HCID 57079581HCID 57079581、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

5,10-Dihydro-8-methylindeno[1,2-b]indole (10 g, 46 mmol) was stirred at room temperature in glacial acetic acid (150 cm3). Sodium cyanoborohydride (8.6 g, 3 equivalents) was added portionwise over a period of 30 minutes. The reaction was stirred for a further hour, and then poured into ice/water (200 cm3). After stirring for 30 minutes, the acidic solution was made basic by the addition of sodium hydroxide, and the colourless solid thus formed collected by filtration. This solid was washed copiously with water until the residue was free from cyanide ion, and then dried in a vacuum oven to yield the title compound as a colourless solid. Yield: 7.5 g (73%) M.p. 110° C. (from ethanol/water). 1H NMR (CDCl3) δ: 2.24 (3H, s,), 3.20 (1H, dd,), 3.50 (1H, dd,) 3.9 (1H, br,), 4.16 (1H, dd,), 5.23 (1H, d,), 6.52 (1H,d,), 6.80 (1H, d,), 6.99 (1H, s,), 7.1-7.4 (4H, m,).

後処理

  1. stirringAfter stirring for 30 minutes
  2. customthe colourless solid thus formed
  3. filtrationcollected by filtration
  4. washThis solid was washed copiously with water until the residue
  5. customdried in a vacuum oven

出典と根拠

ORDレコード
ord-ca0f4c6f72a8490da954a345f5cf53e7
出典データセット
uspto-grants-1996_05
特許番号
US05516788

反応ノート

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