Acetic Acid → GR 67330

HRID 621207

反応式

HRID 621207 の反応式
[CH3:1][N:2]1[C:14]2[CH2:13][CH2:12][CH:11]([CH2:15][C:16]3[N:17]=[CH:18][N:19](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C:20]=3[CH3:21])[C:10](=[O:41])[C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.C(O)(=O)C.C1COCC1.[OH-].[Na+]>O>[CH3:1][N:2]1[C:14]2[CH2:13][CH2:12][CH:11]([CH2:15][C:16]3[N:17]=[CH:18][NH:19][C:20]=3[CH3:21])[C:10](=[O:41])[C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

参加物

6

反応物 4

HCID 176Acetic AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 142339301,2,3,9-tetrahydro-9-methyl-3-[[5-methyl(triphenylmethyl)-1H-imidazol-4-yl]methyl]carbazol-4-one

生成物 1

HCID 172316GR 67330収率 77.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 1,2,3,9-tetrahydro-9-methyl-3-[[5-methyl(triphenylmethyl)-1H-imidazol-4-yl]methyl]carbazol-4-one (268 mg) in a mixture of glacial acetic acid (5 ml), THF (5 ml), and water (5 ml) was heated at 100°-110° for 8 h. After cooling, 2N sodium hydroxide solution (50 ml) was added and the resulting suspension was extracted with dichloromethane (2×50 ml). The combined, dried organic extracts were concentrated to give a foam which was purified by FCC eluting with System A (100:8:1) to give the title compound (114 mg) as a solid. The 1H-n.m.r. and t.l.c. of this material were consistent with those obtained for the product of Example 8.

後処理

  1. temperaturewas heated at 100°-110° for 8 h
  2. temperatureAfter cooling
  3. extractionthe resulting suspension was extracted with dichloromethane (2×50 ml)
  4. concentrationdried organic extracts were concentrated
  5. customto give a foam which
  6. customwas purified by FCC
  7. washeluting with System A (100:8:1)

出典と根拠

ORDレコード
ord-d388f15054ff4146a46fda4cb05d3e44
出典データセット
uspto-grants-1989_04
特許番号
US04822881

関連ノート

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