5-(3-Methyloctan-2-yl)benzene-1,3-diol → 1,2-Dihydro-9-hydroxy-2-methyl-7-(3-methyl-2-octyl)-4-oxo-4H-thieno-[2,3-c][1]benzopyran

HRID 268121

반응식

HRID 268121 반응식
[CH3:1][CH:2]1[S:6][CH:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:4](=O)[CH2:3]1.[CH3:13][CH:14]([CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:15]([C:17]1[CH:18]=C(O)C=[C:21]([CH:23]=1)[OH:22])[CH3:16]>C(O)C>[OH:22][C:21]1[C:11]2[C:4]3[CH2:3][CH:2]([CH3:1])[S:6][C:5]=3[C:7](=[O:8])[O:9][C:10]=2[CH:18]=[C:17]([CH:15]([CH:14]([CH3:13])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH3:16])[CH:23]=1

참가 물질

4

반응물 2

HCID 2581765-(3-Methyloctan-2-yl)benzene-1,3-diolHCID 12716255Ethyl 5-methyl-3-oxo-tetrahydrothiophene-2-carboxylate

생성물 1

HCID 215199881,2-Dihydro-9-hydroxy-2-methyl-7-(3-methyl-2-octyl)-4-oxo-4H-thieno-[2,3-c][1]benzopyran

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To 45 ml. of ethanol was added 8.8 g. of crude ethyl 5-methyl-3-oxo-tetrahydrothiophene-2-carboxylate and 5 g. of 5-(3-methyl-2-octyl) resorcinol. The mixture was cooled in ice and hydrogen chloride was bubbled in for onehalf hour. The mixture was stoppered and let stand at room temperature for 3 days. The reaction mixture was concentrated and dissolved in ether. The ether solution was extracted twice with water and once with aqueous sodium bicarbonate solution. The solution was dried over magnesium sulfate and concentrated. The product was crystallized from acetonitrile to give 4.65 g., m.p. 146°-149°C.

후처리

  1. temperatureThe mixture was cooled in ice
  2. customhydrogen chloride was bubbled in for onehalf hour
  3. concentrationThe reaction mixture was concentrated
  4. dissolutiondissolved in ether
  5. extractionThe ether solution was extracted twice with water and once with aqueous sodium bicarbonate solution
  6. dry with materialThe solution was dried over magnesium sulfate
  7. concentrationconcentrated
  8. customThe product was crystallized from acetonitrile
  9. customto give 4.65 g

출처 및 근거

ORD 기록
ord-4223cd0c4d2048bead90edbf766604c8
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03946111

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