Formic Acid → HCID 68679995、化合物

HRID 2240048ノート

反応式

HRID 2240048 の反応式
[Cl:1][CH2:2][CH2:3][O:4][C:5]1[C:6]([N+:25]([O-])=O)=[C:7]([CH2:11][S:12]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=1.C(O)=O>C1COCC1.CO.[Pd]>[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][S:12]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])[C:6]=1[NH2:25]

参加物

6

反応物 2

HCID 284Formic AcidHCID 59771313HCID 59771313、化合物

生成物 1

HCID 68679995HCID 68679995、化合物収率 88.6%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 1-[3-(2-chloro-ethoxy)-2-nitro-phenyl-methanesulfonyl]-naphthalene (1.24 g, 3.5 mmoles) and 10% Pd/C in THF (20 mL), methanol (5 mL), and formic acid (5 mL) was hydrogenated in a Parr hydrogenation bottle (250 mL) at 40 lb/in2 for 20 hours. The mixture was filtered through Celite, and the filtrate was diluted with EtOAc, washed with water, dried over Na2SO4, and concentrated under vacuum. The crude product was purified by flash chromatography using as eluent 5% EtOAc/CH2Cl2 to afford the title compound as an off-white solid (1.0 g, 3.1 mmoles).

後処理

  1. filtrationThe mixture was filtered through Celite
  2. additionthe filtrate was diluted with EtOAc
  3. washwashed with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under vacuum
  6. customThe crude product was purified by flash chromatography

出典と根拠

ORDレコード
ord-63be8073732f434183217d74f4e4bdbb
出典データセット
uspto-grants-2010_05
特許番号
US07723329B2

反応ノート

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