Water → Monomethyl terephthalate

HRID 36487

反応式

HRID 36487 の反応式
S(=O)(=O)(O)O.[OH2:6].[CH3:7][O:8][C:9](=[O:18])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][OH:17])=[CH:12][CH:11]=1>[O-2].[Cr+6].[O-2].[O-2].CC(C)=O>[CH3:7][O:8][C:9]([C:10]1[CH:15]=[CH:14][C:13]([C:16]([OH:6])=[O:17])=[CH:12][CH:11]=1)=[O:18]

参加物

6

反応物 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 81325Methyl 4-(hydroxymethyl)benzoate

生成物 1

HCID 15513Monomethyl terephthalate収率 94%

試薬・触媒・溶媒 2

HCID 10219390chromium (VI) trioxide触媒HCID 180Acetone溶媒

実験手順

Concentrated sulfuric acid (277.5 ml, 5.2 mol) was added dropwise over 1/2 hr to a stirred solution of chromium (VI) oxide (299.25 g, 2.99 mol) and water (925 ml) at 0°. The resulting solution was added dropwise over 1 hr to a stirred solution of methyl-4-(hydroxymethyl)benzoate (92.5 g, 0.564 mol) and acetone (4.6 1) at 0°. The reaction mixture was allowed to warm to room temperature and stirred overnight. The supernatant was decanted before the black tar-like residue was extracted with acetone. The decanted supernatant and acetone extracts were combined and concentrated under vacuum to leave a dark brown residue which was triturated with cold water (4 liter). The precipitate which formed was collected, washed three times with water (1 liter), and dried to give 94.6 g (94%) of the title compound as white crystals, m.p. 218°-221° C.

後処理

  1. customThe supernatant was decanted before the black tar-like residue
  2. extractionwas extracted with acetone
  3. concentrationconcentrated under vacuum
  4. customto leave a dark brown residue which
  5. customwas triturated with cold water (4 liter)
  6. customThe precipitate which formed
  7. customwas collected
  8. washwashed three times with water (1 liter)
  9. customdried

出典と根拠

ORDレコード
ord-9c2c2a6a4c5b4e5cb20fc3b6992eaf8f
出典データセット
uspto-grants-1995_05
特許番号
US05414132

関連ノート

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