Methanol → 6,8-Di-t-butyl-2-hydroxycarbonylchroman

HRID 988841ノート

反応式

HRID 988841 の反応式
[C:1]([C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])[CH:14]=1)[O:11][CH:10]([C:19]([O:21]CCCC)=[O:20])[CH2:9][CH2:8]2)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].CO>C1(C)C=CC=CC=1>[C:1]([C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])[CH:14]=1)[O:11][CH:10]([C:19]([OH:21])=[O:20])[CH2:9][CH2:8]2)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 113599626,8-Di-t-butyl-2-butoxycarbonylchroman

生成物 1

HCID 99658046,8-Di-t-butyl-2-hydroxycarbonylchroman収率 98%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
70 °C

実験手順

To a toluene solution (183.0 g, 0.2 mol) of 6,8-di-t-butyl -2-butoxycarbonylchroman obtained in Example 2 were added 10% aqueous sodium hydroxide solution (120.0 g, 0.3 mol) and methanol (120 g), and the mixture was stirred while heating at 70° C. for 2 h. Toluene was added to the reaction mixture and the mixture was stirred and allowed to stand, and methanol and the like were removed from the aqueous layer. After the removal, aqueous sulfuric acid solution was added to the aqueous layer, and the mixture was extracted with toluene. The extract was concentrated under reduced pressure. The residue was quantitatively analyzed by liquid chromatography according to the internal standard method. As a result, 6,8-di-t-butyl-2-hydroxycarbonylchroman was obtained in a yield of 98% [net 56.92 g, 0.196 mol]. The 1H-NMR data of the obtained 6,8-di-t-butyl-2-hydroxycarbonylchroman are shown below.

後処理

  1. stirringthe mixture was stirred
  2. custommethanol and the like were removed from the aqueous layer
  3. customAfter the removal, aqueous sulfuric acid solution
  4. additionwas added to the aqueous layer
  5. extractionthe mixture was extracted with toluene
  6. concentrationThe extract was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-69219382d9a1492bacbedad30719a3ba
出典データセット
uspto-grants-2003_10
特許番号
US06635772B2

反応ノート

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