Dimethyl Sulfoxide → (+/-)-6-Benzyloxy-2-methoxy-2,5,7,8-tetramethylchroman

HRID 268423

反応式

HRID 268423 の反応式
[OH:1][C:2]1[C:3]([CH3:17])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([O:15][CH3:16])([CH3:14])[CH2:6][CH2:5]2.C(=O)([O-])[O-].[K+].[K+].CS(C)=O.[CH2:28](Cl)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>O>[CH2:28]([O:1][C:2]1[C:3]([CH3:17])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([O:15][CH3:16])([CH3:14])[CH2:6][CH2:5]2)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 1037632H-1-Benzopyran-6-ol, 3,4-dihydro-2-methoxy-2,5,7,8-tetramethyl-

生成物 1

HCID 14415660(+/-)-6-Benzyloxy-2-methoxy-2,5,7,8-tetramethylchroman

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 70.8 g. of (±)-6-hydroxy-2-methoxy-2,5,7,8-tetramethylchroman, 90.9 g. of anhydrous potassium carbonate, 300 ml. of dimethylsulfoxide and 69 ml. of benzyl chloride was stirred at 23° under N2 for 24 hours. The suspension was poured into water and extracted with ether. The ether solutions were washed with brine, dried over sodium sulfate and stripped of solvent to give (±)-6-benzyloxy-2-methoxy-2,5,7,8-tetramethylchroman as an oil which solidified to a light yellow mass, m.p. 70°-72.5°.

後処理

  1. additionA mixture of 70.8 g
  2. extractionextracted with ether
  3. washThe ether solutions were washed with brine
  4. dry with materialdried over sodium sulfate

出典と根拠

ORDレコード
ord-6f8275b7ff9d4d8f90f989ea0ff322cf
出典データセット
uspto-grants-1976_03
特許番号
US03947473

関連ノート

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