Nitric Acid → 3-Amino-1-adamantanol

HRID 234742

反応式

HRID 234742 の反応式
[N+]([O-])(O)=O.Cl.[C:6]12([NH2:16])[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][CH:8]([CH2:9]3)[CH2:7]1)[CH2:13]2.[OH-:17].[Na+]>S(=O)(=O)(O)O>[OH:17][C:8]12[CH2:9][CH:10]3[CH2:11][CH:12]([CH2:13][C:6]([NH2:16])([CH2:15]3)[CH2:7]1)[CH2:14]2

参加物

5

反応物 3

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 64150Amantadine Hydrochloride

生成物 1

HCID 6586453-Amino-1-adamantanol

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
10 °C

実験手順

To a mixture of 150 ml of concentrated sulfuric acid and 15 ml of concentrated nitric acid, cooled to 10° C. is added 10 g (0.053 moles) of 1-adamantanamine hydrochloride over 5 minutes. This mixture is stirred in an ice bath for 4 hours. The reaction is then poured over ice and the pH adjusted to pH 10 using 50% NaOH. The product is extracted into chloroform which is dried over MgSO4 and then evaporated to dryness. The residue is recrystallized from ethyl acetate to give 3-hydroxytricyclo[3.3.1.13,7 ]decan-1-amine (m.p. 260°-264° C.) which is used directly in step B.

後処理

  1. additionThe reaction is then poured over ice
  2. extractionThe product is extracted into chloroform which
  3. dry with materialis dried over MgSO4
  4. customevaporated to dryness
  5. customThe residue is recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-6e7885fc1cc547e48924216fe5c21fea
出典データセット
uspto-grants-1997_01
特許番号
US05596020

関連ノート

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