Resorcinol → 1,2-Dihydro-9-hydroxy-1-methyl-7-(3-methyl-2-octyl)-4-oxo4H-thieno-[2,3-c][1] benzopyran

HRID 268118

反応式

HRID 268118 の反応式
[CH3:1][CH:2]1[CH2:6][S:5][CH:4]([C:7]([O:9][CH3:10])=[O:8])[C:3]1=O.[CH3:12][CH:13]([CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH:14]([C:16]1[CH:17]=C(O)[CH:19]=[C:20]([CH:22]=1)[OH:21])[CH3:15].P(Cl)(Cl)(Cl)=O.C1(C=CC=C(O)C=1)O>C1C=CC=CC=1>[OH:21][C:20]1[C:19]2[C:3]3[CH:2]([CH3:1])[CH2:6][S:5][C:4]=3[C:7](=[O:8])[O:9][C:10]=2[CH:17]=[C:16]([CH:14]([CH:13]([CH3:12])[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH3:15])[CH:22]=1

参加物

6

反応物 4

HCID 5054ResorcinolHCID 24813Phosphorus oxychlorideHCID 2581765-(3-Methyloctan-2-yl)benzene-1,3-diolHCID 10487456Methyl tetrahydro-4-methyl-3-oxo-2-thiophenecarboxylate

生成物 1

HCID 215199901,2-Dihydro-9-hydroxy-1-methyl-7-(3-methyl-2-octyl)-4-oxo4H-thieno-[2,3-c][1] benzopyran

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

A solution in dry benzene of equimolar amounts of methyl 4-methyl-3-oxo-tetrahydrothiophene-2-carboxylate and 5-(3-methyl-2-octyl) resorcinol plus phosphorous oxychloride (5 ml. of benzene/g. of the resorcinol) was warmed for 13 days at 35°-37°C. in an oil bath. Most of the benzene and HCl were removed at reduced pressure, and the dark tarry residue was stirred with ether and water until solution was complete. The ether layer was washed successively with dilute solutions of sodium bicarbonate, sodium hydroxide and sodium carbonate, then with water and saturated sodium chloride. Drying and concentrating the final organic solution left a friable brick-red foamy solid.

後処理

  1. customMost of the benzene and HCl were removed at reduced pressure
  2. washThe ether layer was washed successively with dilute solutions of sodium bicarbonate, sodium hydroxide and sodium carbonate
  3. customDrying
  4. concentrationconcentrating the final organic solution
  5. waitleft a friable brick-red foamy solid

出典と根拠

ORDレコード
ord-a079d58fdd594ec28413d3cb891bd874
出典データセット
uspto-grants-1976_03
特許番号
US03946111

関連ノート

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