Hydrochloric Acid → 5-[3-(4-Hydroxy-3-methoxyphenyl)propyl]-2,4-oxazolidinedione

HRID 1584335ノート

反応式

HRID 1584335 の反応式
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH2:13][CH:14]2[O:18][C:17](=[O:19])[NH:16][C:15]2=[O:20])=[CH:7][C:6]=1[O:21][CH3:22])(C)C.Cl>ClCCl.[Ti](Cl)(Cl)(Cl)Cl>[OH:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH2:13][CH:14]2[O:18][C:17](=[O:19])[NH:16][C:15]2=[O:20])=[CH:7][C:6]=1[O:21][CH3:22]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 698306285-[3-(4-Isopropoxy-3-methoxyphenyl)propyl]-2,4-oxazolidinedione

生成物 1

HCID 698304715-[3-(4-Hydroxy-3-methoxyphenyl)propyl]-2,4-oxazolidinedione収率 76%

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of titanium tetrachloride (TiCl4) (10.6 g) in dichloromethane (10 ml) was added dropwise, at 0° C., to a solution of 5-[3-(4-isopropoxy-3-methoxy-phenyl)propyl]-2,4-oxazolidinedione (4.3 g) in dichloromethane (130 ml). The mixture was stirred for one hour at 0° C., which was poured into 2N HCl, followed by stirring for 15 minutes at room temperature. The organic layer was separated, and the aqueous layer was subjected to extraction with chloroform. The organic layers were combined, washed successively with water, 2N HCl and water, which was dried (MgSO4), followed by concentration to yield 5-[3-(4-hydroxy-3-methoxyphenyl)propyl]-2,4-oxazolidinedione (2.8 g, 76%). Recrystallization of the product from ethanol-hexane gave colorless prisms, m.p.147-148° C.

後処理

  1. stirringby stirring for 15 minutes at room temperature
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was subjected to extraction with chloroform
  4. washwashed successively with water, 2N HCl and water, which
  5. dry with materialwas dried (MgSO4)
  6. concentrationfollowed by concentration

出典と根拠

ORDレコード
ord-716fb1edf1f743da838b0944759ef5cf
出典データセット
uspto-grants-1999_08
特許番号
US05932601

反応ノート

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