Hydrochloric Acid → 4-Bromo-6,7-dihydro-8(5H)-isoquinolinone

HRID 2277653

反応式

HRID 2277653 の反応式
[Br:1][C:2]1[C:11]2[CH2:10][CH2:9][CH:8](C(OC)=O)[C:7](=[O:16])[C:6]=2[CH:5]=[N:4][CH:3]=1.Cl>>[Br:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][C:7](=[O:16])[C:6]=2[CH:5]=[N:4][CH:3]=1

参加物

3

反応物 2

HCID 313Hydrochloric AcidHCID 86679925Methyl 4-bromo-8-oxo-5,6,7,8-tetrahydroisoquinoline-7-carboxylate

生成物 1

HCID 717433804-Bromo-6,7-dihydro-8(5H)-isoquinolinone収率 69.4%

実験手順

The crude methyl 4-bromo-8-oxo-5,6,7,8-tetrahydroisoquinoline-7-carboxylate (7.79 g, 27.4 mmol) was dissolved (small amount of not dissolved material) in aq. 6M HCl (84.1 ml, 505 mmol) and heated at reflux for 2.5 h. The acidic solution was concentrated in vacuo, suspended in water (ca. 25 mL), cooled in ice and basified with 6.0 M KOH. The aqueous solution was extracted with ether (2×) and CH2Cl2 (3×), the combined organic layers were dried over Na2SO4, filtered and concentrated to afford the title compound (4.30 g, 69%) as a brown solid. MS: 226.0 (M+H+, 1Br).

後処理

  1. temperatureheated
  2. temperatureat reflux for 2.5 h
  3. concentrationThe acidic solution was concentrated in vacuo
  4. temperaturecooled in ice and basified with 6.0 M KOH
  5. extractionThe aqueous solution was extracted with ether (2×) and CH2Cl2 (3×)
  6. dry with materialthe combined organic layers were dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-b4c0d610aadc477a800985f328480d41
出典データセット
uspto-grants-2015_09
特許番号
US09133158B2

関連ノート

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