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

HRID 1584335노트

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HRID 1584335 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 24193Titanium Tetrachloride촉매HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-716fb1edf1f743da838b0944759ef5cf
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05932601

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