Hydrochloric Acid → 2-[(1,2,3,4-tetrahydro-5-hydroxy-2-naphthyl)methyl]-6-diphenylmethyl-3(2H)-pyridazinone

HRID 963700ノート

反応式

HRID 963700 の反応式
C[O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH:7]([CH2:13][N:14]1[C:19](=[O:20])[CH:18]=[CH:17][C:16]([CH:21]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[N:15]1)[CH2:8]2.B(Br)(Br)Br.Cl>ClCCl>[OH:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH:7]([CH2:13][N:14]1[C:19](=[O:20])[CH:18]=[CH:17][C:16]([CH:21]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[N:15]1)[CH2:8]2

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 25134Boron tribromideHCID 701861932-[(1,2,3,4-tetrahydro-5-methoxy-2-naphthyl)methyl]-6-diphenylmethyl-3(2H)-pyridazinone

生成物 1

HCID 701861852-[(1,2,3,4-tetrahydro-5-hydroxy-2-naphthyl)methyl]-6-diphenylmethyl-3(2H)-pyridazinone収率 75.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 2-[(1,2,3,4-tetrahydro-5-methoxy-2-naphthyl)methyl]-6-diphenylmethyl-3(2H)-pyridazinone (0.60 g) in dry dichloromethane (5 ml) was added dropwise 1N boron tribromide in dichloromethane (1.5 ml) under ice bath cooling. The mixture was stirred at the same temperature for 2.5 hours. The mixture was poured into 1N hydrochloric acid and extracted with ethyl acetate. The extract was separated, washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane: ethyl acetate=1:1) to give 2-[(1,2,3,4-tetrahydro-5-hydroxy-2-naphthyl)methyl]-6-diphenylmethyl-3(2H)-pyridazinone (0.44 g) as a pale yellow oil.

後処理

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. customThe extract was separated
  4. washwashed with brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue was purified by silica gel column chromatography (n-hexane: ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-214de5bd81474bcb9580d18f181aaf94
出典データセット
uspto-grants-1998_06
特許番号
US05763489

反応ノート

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