Water → 7-Methoxy-4-methyl-2H-1-benzopyran

HRID 236979ノート

反応式

HRID 236979 の反応式
O[C:2]1([CH3:14])[C:7]2[CH:8]=[CH:9][C:10]([O:12][CH3:13])=[CH:11][C:6]=2[O:5][CH2:4][CH2:3]1.P(Cl)(Cl)(Cl)=O.O>N1C=CC=CC=1>[CH3:13][O:12][C:10]1[CH:9]=[CH:8][C:7]2[C:2]([CH3:14])=[CH:3][CH2:4][O:5][C:6]=2[CH:11]=1

参加物

5

反応物 3

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 203045882,3-Dihydro-4-hydroxy-7-methoxy-4-methyl-4H-1-benzopyran

生成物 1

HCID 122094127-Methoxy-4-methyl-2H-1-benzopyran

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

The carbinol of step (a) (73.3 g) was stirred with phosphorus oxychloride (19.3 g; 11.6 ml) in dry pyridine (380 ml) for 20 hours under nitrogen. The reaction mixture was poured into water, extracted with ether and the ethereal extracts were washed with dilute acid, then sodium bicarbonate solution, then water and dried. Evaporation of the solvent left 58 g of residue (87.2%). MS evidence was correct for the required compound. NMR suggested that the product was in fact a mixture of isomeric alkenes.

後処理

  1. extractionextracted with ether
  2. washthe ethereal extracts were washed
  3. additionwith dilute acid
  4. dry with materialsodium bicarbonate solution, then water and dried
  5. customEvaporation of the solvent
  6. waitleft 58 g of residue (87.2%)
  7. additiona mixture of isomeric alkenes

出典と根拠

ORDレコード
ord-9c2f445cdf7743dcb734cdd9167845de
出典データセット
uspto-grants-1979_06
特許番号
US04159273

反応ノート

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