Acetone → 2H-1-Benzopyran-2,6-diol, 3,4-dihydro-2,5,7,8-tetramethyl-

HRID 268419

反応式

HRID 268419 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]C)([CH3:14])[CH2:6][CH2:5]2.CC1C(O)=C(C)C(C)=C(C=1)O.CC(C)=O.Cl>O>[OH:15][C:7]1([CH3:14])[CH2:6][CH2:5][C:4]2[C:9](=[C:10]([CH3:13])[C:11]([CH3:12])=[C:2]([OH:1])[C:3]=2[CH3:17])[O:8]1

参加物

6

反応物 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 12785TrimethylhydroquinoneHCID 1037632H-1-Benzopyran-6-ol, 3,4-dihydro-2-methoxy-2,5,7,8-tetramethyl-

生成物 1

HCID 1037372H-1-Benzopyran-2,6-diol, 3,4-dihydro-2,5,7,8-tetramethyl-

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of (±)-6-hydroxy-2-methoxy-2,5,7,8-tetramethylchroman, prepared as described in Example 1 from 1.0 mole of trimethylhydroquinone, in 1250 ml. of acetone, 1000 ml. of H2O and 8.30 ml. of conc. HCl was heated at reflux under N2. The solvent was removed by distillation until tthe distilling head temperature reached 95°. The suspension was cooled to 70°, diluted with 800 ml. of acetone, cooled to ca. 15° and stripped of solvent at reduced pressure and 30° to ca. 1000 ml. The resulting suspension was cooled, filtered and dried to give (±)-2,6-dihydroxy-2,5,7,8-tetramethylchroman as a grey-tan powder, m.p. 105°-107°.

後処理

  1. temperatureat reflux under N2
  2. customThe solvent was removed by distillation until tthe distilling head temperature
  3. customreached 95°
  4. temperatureThe suspension was cooled to 70°
  5. additiondiluted with 800 ml
  6. temperatureof acetone, cooled to ca. 15°
  7. temperatureThe resulting suspension was cooled
  8. filtrationfiltered
  9. customdried

出典と根拠

ORDレコード
ord-1363e48b53e24930a46ec4111279472c
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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