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Pyridine → 1-(2,3-Dihydrobenzofuran-5-yl)propan-2-one

HRID 429813
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반응식

HRID 429813 반응식
[CH3:1][C:2](=C)[CH2:3][C:4]1[CH:5]=[CH:6][C:7]2[O:11][CH2:10][CH2:9][C:8]=2[CH:12]=1.N1C=CC=CC=1.[O:20]=[O+][O-].NC(N)=S>C(Cl)Cl.CO>[O:11]1[C:7]2[CH:6]=[CH:5][C:4]([CH2:3][C:2](=[O:20])[CH3:1])=[CH:12][C:8]=2[CH2:9][CH2:10]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1049PyridineHCID 24823OzoneHCID 2723790ThioureaHCID 183528785-(2-Methylallyl)-2,3-dihydrobenzofuran

생성물 1

HCID 183527681-(2,3-Dihydrobenzofuran-5-yl)propan-2-one수율 54%

시약·촉매·용매 2

HCID 887Methanol용매

실험 절차

A solution of 5-(2-methylallyl)-2,3-dihydrobenzofuran (58 grams, 0.333 mole) and pyridine (27 ml) in methylene chloride (450 ml) and methanol (150 ml) was cooled in a dry ice/acetone bath and a stream of ozone passed through for 1.0 hour. Thiourea (18 grams, 0.24 mole) was added and the mixture was warmed to room temperature. The resultant precipitate was filtered and the mother liquor evaporated to give an oil which was distilled under reduced pressure to give 1-(2,3-dihydrobenzofuran-5-yl)propan-2-one (32 grams, 54%), bp. 110° C. @ 120 mT.

후처리

  1. custompassed through for 1.0 hour
  2. filtrationThe resultant precipitate was filtered
  3. customthe mother liquor evaporated
  4. customto give an oil which
  5. distillationwas distilled under reduced pressure

출처 및 근거

ORD 기록
ord-bd0ba028d81047af97497267bc46110a
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06319920B1

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HCID 6344
Dichloromethane
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