Water → N-(4-oxo-1-adamantyl)acetamide

HRID 1680602

反応式

HRID 1680602 の反応式
Br[C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C:5]3=[O:12])[CH2:3]1)[CH2:9]2.[OH2:13].[C:14](#[N:16])[CH3:15]>>[O:12]=[C:5]1[CH:6]2[CH2:7][CH:8]3[CH2:9][C:2]([NH:16][C:14](=[O:13])[CH3:15])([CH2:3][CH:4]1[CH2:10]3)[CH2:11]2

参加物

4

反応物 3

HCID 962WaterHCID 6342Acetonitrile2 回HCID 5909055-Bromo-2-adamantanone

生成物 1

HCID 5338964N-(4-oxo-1-adamantyl)acetamide

実験手順

A solution of 1.2 g of nitryltetrafluoroborate in 15 ml of acetonitrile is cooled to 0° C. and a solution of 2.17 g of 5-bromo-2-oxoadamantane [preparation is described in H. W. Geluk, SYNTHESIS, p. 374 (1972)] in 15 ml of acetonitrile is added with rapid stirring and cooling. The reaction mixture is stirred for 30 minutes then poured into water and extracted with diethyl ether. The diethyl ether extract is washed with 5% sodium bicarbonate solution and water and dried over magnesium sulfate. The solvent is removed under reduced pressure to give N-(2-oxoadamantan-5-yl)acetamide. Substitution of an equivalent quantity of N-(2-oxoadamantan-5-yl)acetamide for the methyl 2-oxoadamantane-1-carbamate of Example 57 and substantial repetition of the procedures detailed therein provides methyl L-tyrosyl-D-methionylglycyl-L-phenylalanyl-5-amino-2-adamantanecarboxylate hydrochloride which is represented by the formula ##STR68##

後処理

  1. temperaturecooling
  2. stirringThe reaction mixture is stirred for 30 minutes
  3. extractionextracted with diethyl ether
  4. extractionThe diethyl ether extract
  5. washis washed with 5% sodium bicarbonate solution and water
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-077048258e9040c3b446ee6f9593780c
出典データセット
uspto-grants-1981_06
特許番号
US04273704

関連ノート

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