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Sulfuric Acid → n-Pentyl 2-[3-(3-Trifluoromethylphenyl)-5-Isoxazolyl]Benzoate

HRID 1706776
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HRID 1706776 반응식
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[C:5]([C:9]2[CH2:13][C:12]3([C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[C:15](=[O:22])[O:14]3)[O:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1.OS(O)(=O)=O>C(O)CCCC>[F:23][C:2]([F:24])([F:1])[C:3]1[CH:4]=[C:5]([C:9]2[CH:13]=[C:12]([C:21]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:15]([O:14][CH2:7][CH2:8][CH2:3][CH2:4][CH3:5])=[O:22])[O:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 13071263HCID 13071263, 화합물

생성물 1

HCID 13125670n-Pentyl 2-[3-(3-Trifluoromethylphenyl)-5-Isoxazolyl]Benzoate

시약·촉매·용매 1

HCID 62761-Pentanol용매

실험 절차

A solution of 3'-(m-trifluoromethylphenyl)-spiro[isobenzofuran-1(3H),5'(4'H)-isoxazol]-3-one (10 g., 0.03 mole) and concentrated H2SO4 (1 ml.) in n-pentyl alcohol (150 ml.) was held at reflux for 14 hours, cooled and poured into 300 ml. of ice water. The mixture was extracted with 600 ml. of ether. The ethereal solution was washed two times with water, dried over CaSO4 and concentrated under vacuum to give 12.05 g. of product as a yellow oil (99%). The oil was chromatographed on silica gel using ethyl acetate as the eluant. 8.4 g. of colorless oil was collected; ir (CHCl3) 1725 cm-1 ; nD25 =1.537.

후처리

  1. temperatureat reflux for 14 hours
  2. temperaturecooled
  3. additionpoured into 300 ml
  4. extractionThe mixture was extracted with 600 ml
  5. washThe ethereal solution was washed two times with water
  6. dry with materialdried over CaSO4
  7. concentrationconcentrated under vacuum
  8. customto give 12.05 g
  9. customThe oil was chromatographed on silica gel
  10. customof colorless oil was collected

출처 및 근거

ORD 기록
ord-37f9e52da6634faa9c47918e988320bc
출처 데이터셋
uspto-grants-1980_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04208510

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