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Triethylamine → 4-n-Decyl-1-(4-hydroxybutyl)piperidine hydrochloride

HRID 225097
ノート
印刷プレビュー

反応式

HRID 225097 の反応式
[CH2:1]([CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C(N(CC)CC)C.[Cl-:24].C([O:27][C:28](=O)[CH2:29][CH2:30][C:31](O)=O)C>C1C=CC=CC=1>[ClH:24].[CH2:1]([CH:11]1[CH2:12][CH2:13][N:14]([CH2:31][CH2:30][CH2:29][CH2:28][OH:27])[CH2:15][CH2:16]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 233289214-DecylpiperidineHCID 77519041Succinic acid monoethyl ester monochloride

生成物 1

HCID 233289124-n-Decyl-1-(4-hydroxybutyl)piperidine hydrochloride

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a mixture of 23 grams of 4-n-decylpiperidine and 13 grams of triethylamine in 100 ml. of benzene, is slowly added with agitation 17 grams of succinic acid ethylesterchloride. The reaction is violent and is allowed to go to completion after the addition. The precipitate is filtered off. The solution is added to a mixture of 10 grams LAH in 500 ml. of dry diethylether. The reaction mixture is refluxed for three hours. The reaction complex is decomposed by slow addition of water. The precipitate is filtered off. The ether-benzene solution is dried and evaporated. The residue is distilled to give the desired product at 145°-147° Centigrade/0.01 mm. Hg. The yield is 28 grams (97%). The hydrochloride is precipitated as in Example 1. After recrystallization, the melting point of the hydrochloride is 152°-154° Centigrade.

後処理

  1. additionafter the addition
  2. filtrationThe precipitate is filtered off
  3. additionThe solution is added to a mixture of 10 grams LAH in 500 ml
  4. temperatureThe reaction mixture is refluxed for three hours
  5. additionThe reaction complex is decomposed by slow addition of water
  6. filtrationThe precipitate is filtered off
  7. dry with materialThe ether-benzene solution is dried
  8. customevaporated
  9. distillationThe residue is distilled

出典と根拠

ORDレコード
ord-df87ac545fd443ce93edfed1237098ca
出典データセット
uspto-grants-1980_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04235875

反応ノート

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