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Potassium Carbonate → 4-Tert-butyl-2-(2-formyl-4-methoxyphenoxymethyl)thiazole

HRID 487671
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HRID 487671 반응식
Br[CH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[N:7]=1.[OH:12][C:13]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:14]=1[CH:15]=[O:16].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:8]([C:6]1[N:7]=[C:3]([CH2:2][O:12][C:13]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:14]=2[CH:15]=[O:16])[S:4][CH:5]=1)([CH3:11])([CH3:10])[CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 956952-Hydroxy-5-methoxybenzaldehydeHCID 196037502-Bromomethyl-4-tert-butylthiazole

생성물 1

HCID 190928224-Tert-butyl-2-(2-formyl-4-methoxyphenoxymethyl)thiazole수율 72.8%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 2-bromomethyl-4-tert-butylthiazole (3.4 g), 2-hydroxy-5-methoxybenzaldehyde (2.21 g) and potassium carbonate (2.0 g) in acetone (25 ml) was stirred under reflux for 7 hours. After being filtered, the filtrate was concentrated under reduced pressure to give a crude residue. The residue was subjected to column chromatography on silica gel and eluted with a mixture of toluene and ethyl acetate. The fractions containing object compound were combined and concentrated under reduced pressure to give a syrup. The syrup was crystallized from n-hexane and filtered to give 4-tert-butyl-2-(2-formyl-4-methoxyphenoxymethyl)thiazole (3.23 g).

후처리

  1. temperatureunder reflux for 7 hours
  2. filtrationAfter being filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customto give a crude residue
  5. washeluted with a mixture of toluene and ethyl acetate
  6. additionThe fractions containing object compound
  7. concentrationconcentrated under reduced pressure
  8. customto give a syrup
  9. customThe syrup was crystallized from n-hexane
  10. filtrationfiltered

출처 및 근거

ORD 기록
ord-d52a2cf1a8b74187a4e11abb46edc4f6
출처 데이터셋
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05296495

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