Hydrochloric Acid → 3-Benzyloxy-12-cyclohexyl-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid

HRID 1012251ノート

反応式

HRID 1012251 の反応式
[CH2:1]([O:8][C:9]1[CH:36]=[CH:35][C:12]2[C:13]3[N:17]([CH2:18][CH2:19][O:20][C:11]=2[CH:10]=1)[C:16]1[CH:21]=[C:22]([C:25]([O:27]C)=[O:26])[CH:23]=[CH:24][C:15]=1[C:14]=3[CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl.O>CO.O1CCCC1>[CH2:1]([O:8][C:9]1[CH:36]=[CH:35][C:12]2[C:13]3[N:17]([CH2:18][CH2:19][O:20][C:11]=2[CH:10]=1)[C:16]1[CH:21]=[C:22]([C:25]([OH:27])=[O:26])[CH:23]=[CH:24][C:15]=1[C:14]=3[CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 23152775HCID 23152775、化合物

生成物 1

HCID 115256113-Benzyloxy-12-cyclohexyl-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid収率 48.1%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 3-benzyloxy-12-cyclohexyl-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylate (173 mg, 0.36 mmol) in methanol (3.5 ml) and tetrahydrofuran (3.5 ml) was added 4N aqueous sodium hydroxide solution (1.7 ml), and the mixture was stirred for 13 hr. To the reaction mixture were added 2N hydrochloric acid (3.7 ml) and water, and the precipitated solid was collected by filtration and dried in vacuo. The obtained solid was purified by silica gel chromatography (hexane:ethyl acetate=1:1) to give 3-benzyloxy-12-cyclohexyl-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylic acid (81 mg, yield 48%).

後処理

  1. filtrationthe precipitated solid was collected by filtration
  2. customdried in vacuo
  3. customThe obtained solid was purified by silica gel chromatography (hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-7f8be447bdbb4339a2fb158f0a8c6be6
出典データセット
uspto-grants-2011_07
特許番号
US07977331B1

反応ノート

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