Hydrochloric Acid → 3-Methylidene-2-oxo-1-azacyclotetradecane-14-carboxylic acid

HRID 21985ノート

反応式

HRID 21985 の反応式
[O:1]=[C:2]1[CH:15]([C:16](O)=O)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH:4]([C:19]([OH:21])=[O:20])[NH:3]1.N1CCCCC1.C=O.Cl>N1C=CC=CC=1>[CH2:16]=[C:15]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH:4]([C:19]([OH:21])=[O:20])[NH:3][C:2]1=[O:1]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 8082PiperidineHCID 19930842HCID 19930842、化合物

生成物 1

HCID 199308393-Methylidene-2-oxo-1-azacyclotetradecane-14-carboxylic acid

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
65 °C

実験手順

2-oxo-1-azacyclotetradecane-3,14-dicarboxylic acid (0.868 g, 2.9 mmol) is dissolved in pyridine (15.0 mL). Piperidine (0.060 mL, 0.59 mmol) is added, followed by paraformaldehyde (0.133 g, 4.43 mmol), and the reaction is heated to 65° C. for 4 hours. The reaction is then cooled to 0° C., and concentrated hydrochloric acid is added to bring the pH to approximately 2. The reaction is partitioned between ethyl acetate and water, and the aqueous phase is extracted several times with ethyl acetate. The combined organic layers are dried (Na2SO4), and the solvent is evaporated to give 3-methylidene-2-oxo-1-azacyclotetradecane-14-carboxylic acid.

後処理

  1. temperatureThe reaction is then cooled to 0° C.
  2. customThe reaction is partitioned between ethyl acetate and water
  3. extractionthe aqueous phase is extracted several times with ethyl acetate
  4. dry with materialThe combined organic layers are dried (Na2SO4)
  5. customthe solvent is evaporated

出典と根拠

ORDレコード
ord-ddbb0163b1f24c8b994f48fb5abd5761
出典データセット
uspto-grants-1995_06
特許番号
US05426103

反応ノート

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