Triethylamine → HCID 54534260、化合物

HRID 2073645ノート

反応式

HRID 2073645 の反応式
Br[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[C:11]([N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)(=[O:14])[CH:12]=[CH2:13].C(N(CC)CC)C>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.Cl>[C:6]([C:5]1[CH:9]=[CH:10][C:2]([CH:13]=[CH:12][C:11]([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:14])=[CH:3][CH:4]=1)([OH:8])=[O:7]

参加物

7

反応物 3

HCID 8471TriethylamineHCID 114644-Bromobenzoic acidHCID 3504731-(piperidin-1-yl)prop-2-en-1-one

生成物 1

HCID 54534260HCID 54534260、化合物収率 98%

試薬・触媒・溶媒 3

HCID 80271Tri-o-tolylphosphine触媒HCID 167845palladium(II) acetate触媒HCID 313Hydrochloric Acid溶媒

実験手順

The acid chloride of the formula (500) and the corresponding free acid are novel and can be prepared as follows: 20.12 g (0.1 mol) of 4-bromobenzoic acid, 17.38 g (125 mmols) of acrylic acid piperidide, 25.28 g (250 mmols) of triethylamine, 0.224 g (1 mmol) of palladium acetate and 1.216 g (4 mmols) of tri-o-tolylphosphine are stirred at 115° C. for 15 minutes. The mixture is stirred with 300 ml of 2N hydrochloric acid and the crude product is filtered off. It is dissolved in 200 ml of 2N sodium hydroxide solution and the solution is filtered. 26 ml of 10N hydrochloric acid are added to the filtrate. The precipitate is filtered off, washed with water and dried. 25.27 g (98% of theory) of 4-carboxycinnamic acid piperidide are obtained in the form of white crystals; melting point 257.1° C.

後処理

  1. customcan be prepared
  2. filtrationthe crude product is filtered off
  3. dissolutionIt is dissolved in 200 ml of 2N sodium hydroxide solution
  4. filtrationthe solution is filtered
  5. addition26 ml of 10N hydrochloric acid are added to the filtrate
  6. filtrationThe precipitate is filtered off
  7. washwashed with water
  8. customdried

出典と根拠

ORDレコード
ord-1eb5309e52874a61a34d7a938de6d754
出典データセット
uspto-grants-1990_04
特許番号
US04918215

反応ノート

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