Sulfuric Acid → HCID 178501284、化合物

HRID 1516150ノート

反応式

HRID 1516150 の反応式
[OH:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]1.S(=O)(=O)(O)O.[C:16](=O)([O-])[O-].[Na+].[Na+]>CO>[CH3:16][O:9][C:8]([C@H:5]1[CH2:6][CH2:7][C@@H:2]([OH:1])[CH2:3][CH2:4]1)=[O:10]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 178525779HCID 178525779、化合物

生成物 1

HCID 178501284HCID 178501284、化合物収率 94%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of cis-4-hydroxy-cyclohexanecarboxylic acid (10.0 g, 69.4 mmol) and a catalytic amount of concentrated sulfuric acid in methanol (700 ml) was heated at reflux over night. After cooling to room temperature the reaction mixture was neutralized by the addition of solid sodium carbonate. The mixture was stirred for 30 min, filtered and concentrated in vacuo. The residue was triturated in ethyl acetate (150 ml). The solids were removed by filtration. The filtrate was concentrated in vacuo to give the crude product (10.3 g, 94%) as colorless oil, which was used in the following steps without further purification. MS m/e: 159 (M+H+).

後処理

  1. temperatureat reflux over night
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customThe residue was triturated in ethyl acetate (150 ml)
  5. customThe solids were removed by filtration
  6. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-e928e8f2d5ef4a72b80aa567dde9d2fe
出典データセット
uspto-grants-2012_07
特許番号
US08227458B2

反応ノート

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