Hydrochloric Acid → 4-(3,4-Dihydroxy-5-nitrophenyl)-3-methylbut-3-en-2-ol

HRID 1757630ノート

反応式

HRID 1757630 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[C:13]([CH3:17])[C:14](=[O:16])[CH3:15])[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[OH:8].[BH4-].[Na+].O.Cl>[OH-].[Na+]>[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[C:13]([CH3:17])[CH:14]([OH:16])[CH3:15])[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[OH:8]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 540099494-(3,4-Dihydroxy-5-nitrophenyl)-3-methylbut-3-en-2-one

生成物 1

HCID 544528424-(3,4-Dihydroxy-5-nitrophenyl)-3-methylbut-3-en-2-ol

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

実験手順

1.8 g of the product obtained in Example 6 was dissolved in 20 ml of 1N NaOH-solution and 4.0 g of sodium borohydride in small amount of water wasadded. The mixture was stirred over night at room temperature, acidified with hydrochloric acid and extracted with ether. The solvent was evaporated in vacuo and the residue purified in a silica gel column by using toluene-acetic acid dioxane (18:1:1). The product was crystallized from dichloromethane petroleum ether. Yield 0.80 g (44%), m.p. 102°-104° C.

後処理

  1. extractionextracted with ether
  2. customThe solvent was evaporated in vacuo
  3. customthe residue purified in a silica gel column
  4. customThe product was crystallized from dichloromethane petroleum ether

出典と根拠

ORDレコード
ord-1de717be91b547879ccd6a018b15f34d
出典データセット
uspto-grants-1995_08
特許番号
US05446194

反応ノート

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