Propanoic acid, 2-bromo-2-methyl-, ethyl ester → HCID 425233、化合物

HRID 2051918ノート

反応式

HRID 2051918 の反応式
C1(C(C2[C:14]([CH2:15][O:16][CH2:17][C:18]3[C:23](C4C(=CC=C(O)C=4)O)=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:13][CH:12]=[CH:11][CH:10]=2)=CC(=CC=1)O)O.C[O-:33].[Na+].Br[C:36]([CH3:43])([CH3:42])[C:37]([O:39]CC)=[O:38]>CN(C)P(N(C)C)(N(C)C)=O.[OH-].[Na+]>[CH2:17]([O:16][C:15]1[CH:10]=[CH:11][C:12]([O:33][C:36]([CH3:43])([CH3:42])[C:37]([OH:39])=[O:38])=[CH:13][CH:14]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

参加物

6

反応物 3

HCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 10942334Sodium MethoxideHCID 1317110222-[2-[[2-(2,5-Dihydroxyphenyl)phenyl]methoxymethyl]phenyl]benzene-1,4-diol

生成物 1

HCID 425233HCID 425233、化合物

試薬・触媒・溶媒 2

HCID 12679Hexamethylphosphoramide溶媒HCID 14798Sodium Hydroxide溶媒

反応条件

温度
120 °C

実験手順

To a solution of 10.0 g of hydroquinone monobenzyl ether in 40 ml of hexamethylphosphoramide is added 2.7 g of sodium methoxide. The mixture is stirred 10 minutes and 10.3 g of ethyl 2-bromoisobutyrate is added. The mixture is heated at 120° C. for 22 hours. After standing, the mixture is filtered. The solid is dissolved in 150 ml of ethanol-water (9:1) and 10 g of potassium hydroxide is added. The mixture is refluxed for 6 hours, acidified with concentrated hydrochloric acid, diluted with water, filtered and the solid washed with water to give crystals. The crystals ae dissolved in aqueous sodium hydroxide and the solution extracted once with chloroform and once with ether. The aqueous layer is acidified with concentrated hydrochloric acid and the mixture filtered. The solid is recrystallized from glacial acetic acid to give white crystals, mp 134°-137° C.

後処理

  1. filtrationthe mixture is filtered
  2. dissolutionThe solid is dissolved in 150 ml of ethanol-water (9:1)
  3. addition10 g of potassium hydroxide is added
  4. temperatureThe mixture is refluxed for 6 hours
  5. additiondiluted with water
  6. filtrationfiltered
  7. washthe solid washed with water
  8. customto give crystals
  9. extractionthe solution extracted once with chloroform and once with ether
  10. filtrationthe mixture filtered
  11. customThe solid is recrystallized from glacial acetic acid
  12. customto give white crystals, mp 134°-137° C.

出典と根拠

ORDレコード
ord-9f73402cae524ec68088409b298ee814
出典データセット
uspto-grants-1980_01
特許番号
US04182776

反応ノート

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