Citric Acid → Vanillylmandelic Acid

HRID 258421

反応式

HRID 258421 の反応式
[OH-:1].[Na+].Cl.[C:4]([OH:16])(=[O:15])[CH2:5][C:6]([CH2:11][C:12]([OH:14])=O)([C:8](O)=O)O.ClCCl.[CH3:20]O.[C:22]([OH:25])(=O)[CH3:23]>>[CH3:20][O:14][C:12]1[CH:11]=[C:6]([CH:5]([OH:1])[C:4]([OH:16])=[O:15])[CH:8]=[CH:23][C:22]=1[OH:25]

参加物

5

反応物 4

HCID 311Citric AcidHCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21877243DCM MeOH AcOH

生成物 1

HCID 1245Vanillylmandelic Acid

実験手順

The resulting compound was deprotected, by treatment with 1M sodium hydroxide (500 microlitre) for 30 minutes at room temperature in the dark. The reaction mixture was taken to pH 3 with 2M hydrochloric acid (200 microlitre) and the 1M citric acid (1.5 ml). Volatiles were removed in vacuo, the residue taken up in methanol, and inorganics filtered to leave a clear yellow solution. This was subjected to TLC (eluent dichloromethane-methanol-acetic acid 75:25:1) to give the product as one major band Rf 0.10, which was eluted with methanol and stored at -20° C. in the dark.

後処理

  1. customVolatiles were removed in vacuo
  2. filtrationinorganics filtered
  3. customto leave a clear yellow solution
  4. customto give the product as one major band Rf 0.10, which
  5. washwas eluted with methanol
  6. customstored at -20° C. in the dark

出典と根拠

ORDレコード
ord-2467656f05724a2ea11d03e193f0432e
出典データセット
uspto-grants-1993_11
特許番号
US05266720

関連ノート

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