Trifluoroacetic acid → Methyl[4-(1-methylpiperidin-4-yl)-4,10-dihydro-9-oxa-3-thiabenzo[f]azulen-6-ylsulfanyl]acetate

HRID 389032ノート

反応式

HRID 389032 の反応式
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10](=[O:35])[CH2:11][S:12][C:13]1[CH:14]=[CH:15][C:16]2[O:25][CH2:24][C:23]3[CH:22]=[CH:21][S:20][C:19]=3[C:18](O)([CH:26]3[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]3)[C:17]=2[CH:34]=1.Cl.O1CCOCC1>ClCCl>[CH3:8][O:9][C:10](=[O:35])[CH2:11][S:12][C:13]1[CH:14]=[CH:15][C:16]2[O:25][CH2:24][C:23]3[CH:22]=[CH:21][S:20][C:19]=3[CH:18]([CH:26]3[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]3)[C:17]=2[CH:34]=1

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 204431481,4-Dioxane hydrochlorideHCID 86649443Methyl[4-hydroxy-4-(1-methylpiperidin-4-yl)-4,10-dihydro-9-oxa-3-thiabenzo[f]azulen-6-ylsulfanyl]acetate

生成物 1

HCID 86649444Methyl[4-(1-methylpiperidin-4-yl)-4,10-dihydro-9-oxa-3-thiabenzo[f]azulen-6-ylsulfanyl]acetate収率 72.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (10 mL) was added to a dichloromethane solution of the compound obtained in Example 23 (5.7 g, 14 mmol), and the mixture was stirred at room temperature overnight. The solvents were distilled off, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2), to give a free compound. Thereafter, 4 mol/L hydrogen chloride-dioxane (8.0 mL, 32 mmol) was added thereto, and the mixture was stirred for 1 hour. The solvents were distilled off under a reduced pressure, and ether was added to the residue to allow crystallization. The precipitated crystals were separated by filtration and dried, to give 4.1 g (69%) of the captioned compound.

後処理

  1. distillationThe solvents were distilled off
  2. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2)
  3. customto give a free compound
  4. stirringthe mixture was stirred for 1 hour
  5. distillationThe solvents were distilled off under a reduced pressure, and ether
  6. additionwas added to the residue
  7. customcrystallization
  8. customThe precipitated crystals were separated by filtration
  9. customdried

出典と根拠

ORDレコード
ord-a3b15bdd44f949bd9607610d23418b2e
出典データセット
uspto-grants-2013_02
特許番号
US08377967B2

反応ノート

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