Toluene → 7-(3-(Chlorodimethylsilyl)propoxy)-4-methyl-2H-chromen-2-one

HRID 2073588

반응식

HRID 2073588 반응식
[CH2:1]([O:4][CH2:5][CH:6]=[CH2:7])[CH:2]=[CH2:3].[CH3:8][C:9]1[C:15]2C=CC(O)=[CH:19][C:14]=2[O:13][C:11](=[O:12])[CH:10]=1.[CH3:21][SiH:22]([CH3:24])[Cl:23].C1(C)C=CC=CC=1>O1CCCC1>[Cl:23][Si:22]([CH3:24])([CH3:21])[CH2:3][CH2:2][CH2:1][O:4][C:5]1[CH:19]=[C:14]2[C:15]([C:9]([CH3:8])=[CH:10][C:11](=[O:12])[O:13]2)=[CH:7][CH:6]=1

참가 물질

6

반응물 4

HCID 1140TolueneHCID 11194Diallyl etherHCID 66108ChlorodimethylsilaneHCID 52805674-Methylumbelliferone

생성물 1

HCID 217155697-(3-(Chlorodimethylsilyl)propoxy)-4-methyl-2H-chromen-2-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
140 °C

실험 절차

A glass pressure bottle was charged with 21.6 g of the allyl ether of 4-methylumbelliferone, 11 mls of dimethylmonochlorosilane, 25 mls of toluene and 0.1 cc of a 0.1M H2PtCl6 solution in tetrahydrofuran. The mixture was heated to 140 degrees C. at 40 psi for 15 hours. Toluene was removed by rotary evaporation. The title product was recovered in a yield of 27 g at greater than 70% purity as determined by proton NMR. A broad UV absorption spectrum was observed with maxima at 319.5, 281, 248 and 223 nanometers (nm). The extinction coefficient at 319.5 was greater than 20,000. Fluorescence spectra obtained after excitation at 384 nm gave maxima at 390 (v.s.), 421, 521, and 585 nm.

후처리

  1. customToluene was removed by rotary evaporation
  2. customThe title product was recovered in a yield of 27 g at greater than 70% purity
  3. customA broad UV absorption spectrum
  4. customFluorescence spectra obtained after excitation at 384 nm
  5. customgave maxima at 390 (v.s.), 421, 521, and 585 nm

출처 및 근거

ORD 기록
ord-60001957ff6e4c93b98e1b100a372a58
출처 데이터셋
uspto-grants-1990_04
특허 번호
US04918200

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