Sodium Carbonate → N-(2-methylbenzyloxycarbonyl)-tyrosinol

HRID 2398851ノート

反応式

HRID 2398851 の反応式
[NH2:1][C@H:2]([CH2:11][OH:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[CH3:13][C:14]1[CH:24]=[CH:23][CH:22]=[CH:21][C:15]=1[CH2:16][O:17][C:18](Cl)=[O:19].C(=O)([O-])[O-].[Na+].[Na+]>O.C(OCC)(=O)C>[CH3:13][C:14]1[CH:24]=[CH:23][CH:22]=[CH:21][C:15]=1[CH2:16][O:17][C:18]([NH:1][C@H:2]([CH2:11][OH:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)=[O:19]

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 151247TyrosinolHCID 132929302-Methylbenzyloxycarbonyl chloride

生成物 1

HCID 53904979N-(2-methylbenzyloxycarbonyl)-tyrosinol収率 72.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In a mixture of 10 ml of water and 20 ml of ethyl acetate, 1.6 g of tyrosinol was dissolved. To the solution were added dropwise 2 g of 2-methylbenzyloxycarbonyl chloride and 10 ml of an aqueous solution containing 1.3 g of sodium carbonate alternately with stirring while cooling with ice. After stirring for two hours at room temperature, the ethyl acetate layer was collected and washed with 5% hydrochloric acid and then with water. The layer was dried and concentrated to dryness. The residue was crystallized from ethyl acetate-petroleum ether to give 2.2 g of N-(2-methylbenzyloxycarbonyl)-tyrosinol with a mp. 78°-81° C. in a yield of 70%. Analysis, calculated for C18H21O4N: C, 68.55; H, 6.72; N, 4.44; found C, 68.88; H, 6.84; N, 4.42.

後処理

  1. dissolutionwas dissolved
  2. temperaturewhile cooling with ice
  3. stirringAfter stirring for two hours at room temperature
  4. customthe ethyl acetate layer was collected
  5. washwashed with 5% hydrochloric acid
  6. customThe layer was dried
  7. concentrationconcentrated to dryness
  8. customThe residue was crystallized from ethyl acetate-petroleum ether

出典と根拠

ORDレコード
ord-9fe0e871fafc42909f65d366faa50b9f
出典データセット
uspto-grants-1977_05
特許番号
US04025644

反応ノート

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