Phenyltrimethylammonium bromide dibromide → HCID 22474281、化合物

HRID 2183617ノート

反応式

HRID 2183617 の反応式
[Cl:1][C:2]1[C:10]2[CH:9]=[C:8]([C:11](=[O:14])[CH2:12][CH3:13])[S:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Br-:15].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1>O1CCCC1>[Br:15][CH:12]([CH3:13])[C:11]([C:8]1[S:7][C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([Cl:1])[C:10]=2[CH:9]=1)=[O:14]

参加物

4

反応物 2

HCID 17977687Phenyltrimethylammonium bromide dibromideHCID 224738541-(4-Chlorobenzo[b]thien-2-yl)-1-propanone

生成物 1

HCID 22474281HCID 22474281、化合物収率 236.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 1-(4-chlorobenzo[b]thiophen-2-yl)propan-1-one (1.65 g), phenyltrimethylammonium tribromide (2.76 g) and tetrahydrofuran (20 ml) was stirred under nitrogen for 18.5 hours, then it was filtered and diluted with water (200 ml). The product was extracted into dichloromethane (3×40 ml), the combined extracts were dried (MgSO4) and the solvents were removed in vacuo. The residue was purified by flash chromatography over silica using dichloromethane as eluant. Appropriate fractions were combined and the solvents removed in vacuo to leave 2-bromo-1-(4-chlorobenzo[b]thiophen-2-yl)propan-1-one (3.06 g) as a pale yellow solid, m.p. 104-106° C.

後処理

  1. filtrationit was filtered
  2. additiondiluted with water (200 ml)
  3. extractionThe product was extracted into dichloromethane (3×40 ml)
  4. dry with materialthe combined extracts were dried (MgSO4)
  5. customthe solvents were removed in vacuo
  6. customThe residue was purified by flash chromatography over silica
  7. customthe solvents removed in vacuo

出典と根拠

ORDレコード
ord-148214b3cf8749c288f2685d326a55db
出典データセット
uspto-grants-2005_05
特許番号
US06900216B2

反応ノート

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