1,4-Dibromobutane → HCID 68630196、化合物

HRID 1750093ノート

反応式

HRID 1750093 の反応式
[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([OH:10])=[CH:9][C:4]=2[N:3]=[CH:2]1.[Br:11][CH2:12][CH2:13][CH2:14][CH2:15]Br.C([O-])([O-])=O.[K+].[K+]>CCO>[Br:11][CH2:12][CH2:13][CH2:14][CH2:15][O:10][C:8]1[CH:7]=[CH:6][C:5]2[S:1][CH:2]=[N:3][C:4]=2[CH:9]=1

参加物

5

反応物 3

HCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 35965065-Benzothiazolol

生成物 1

HCID 68630196HCID 68630196、化合物収率 39%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of intermediate 25 (206 mg, 1.4 mmol), 1,4-dibromobutane (0.5 mL, 4.2 mmol) and anhydrous K2CO3 (193 mg, 1.4 mmol) in EtOH (20 mL) was heated to reflux and stirred overnight. The yellow solid was filtered and purified by column chromatography (elution with PE/EtOAc=4:1) to afford 5-(4-bromobutoxy)benzo[d]thiazole (intermediate 26) (108 mg, 39%) as a yellow oil. HPLC: 99%, RT 3.426 min. MS (ESI) m/z 288.0 [M+H]+.

後処理

  1. temperaturewas heated
  2. temperatureto reflux
  3. filtrationThe yellow solid was filtered
  4. custompurified by column chromatography (elution with PE/EtOAc=4:1)

出典と根拠

ORDレコード
ord-a02c0d8cf99e480684f93acaaf04fb81
出典データセット
uspto-grants-2015_10
特許番号
US09156822B2

反応ノート

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