Acetic Acid → N-(3-chloropropyl)-6-acetyl-2-benzoxazolinone

HRID 55618

反応式

HRID 55618 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]1=[O:14].[C:15](O)(=[O:17])[CH3:16]>>[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][C:12]([C:15](=[O:17])[CH3:16])=[CH:13][C:8]=2[O:7][C:6]1=[O:14]

参加物

3

反応物 2

HCID 176Acetic AcidHCID 100360722(3H)-Benzoxazolone, 3-(3-chloropropyl)-

生成物 1

HCID 10400030N-(3-chloropropyl)-6-acetyl-2-benzoxazolinone

反応条件

温度
100 °C

実験手順

A mixture of N-(3-chloropropyl)-2-benzoxazolinone (8.5 g, 40 mmol), polyphosphoric acid (100 g), and acetic acid (2.4 g, 2.3 ml, 40 mmol), was stirred and heated at 100° C. for 2 hours. The hot solution was poured into ice-water to deposit a yellow gum. The mixture was extracted with dichloromethane, and insolubles were filtered. The dichloromethane extract was washed with water, dried (K2CO3), and concentrated to afford 6.4 g of a slightly green solid. This was recrystallized from ethanol (95%) to yield N-(3-chloropropyl)-6-acetyl-2-benzoxazolinone as a brown solid, 3.5 g, m.p.=100°-103° C.

後処理

  1. extractionThe mixture was extracted with dichloromethane, and insolubles
  2. filtrationwere filtered
  3. extractionThe dichloromethane extract
  4. washwas washed with water
  5. dry with materialdried (K2CO3)
  6. concentrationconcentrated
  7. customto afford 6.4 g of a slightly green solid
  8. customThis was recrystallized from ethanol (95%)

出典と根拠

ORDレコード
ord-164805ce9e984166850d66a6ca37494f
出典データセット
uspto-grants-1997_04
特許番号
US05624927

関連ノート

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