Hydrochloric Acid → 1-(tert-butoxycarbonyl)-4-(cyclopropylmethyl)piperidine-4-carboxylic acid

HRID 1777352ノート

反応式

HRID 1777352 の反応式
[OH-].[K+].C1OCCOCCOCCOCCOCCOC1.C([O:23][C:24]([C:26]1([CH2:39][CH:40]2[CH2:42][CH2:41]2)[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH2:27]1)=[O:25])C.Cl>C1(C)C=CC=CC=1.O>[C:35]([O:34][C:32]([N:29]1[CH2:30][CH2:31][C:26]([CH2:39][CH:40]2[CH2:41][CH2:42]2)([C:24]([OH:25])=[O:23])[CH2:27][CH2:28]1)=[O:33])([CH3:38])([CH3:36])[CH3:37]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 2855718-Crown-6HCID 21061057HCID 21061057、化合物

生成物 1

HCID 210610451-(tert-butoxycarbonyl)-4-(cyclopropylmethyl)piperidine-4-carboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

Potassium hydroxide powder (85% assay, 2.16 gm, 0.0327 mol) and 18-crown-6 ether (350 mg) are added to a solution of 4-cyclopropylmethylpiperidine-1,4-dicarboxylic acid-1-tertbutyl ester-4-ethyl ester (1.2 gm, 0.0039 mol) in dry toluene (15 mL). The reaction mixture is refluxed for 30 minutes. It is then treated with demineralized water (15 mL) at room temperature and pH is adjusted to ˜3-4 using 2N HCl (20 mL). The aqueous layer is extracted with ethyl acetate (2×15 mL) and the combined extract is dried over sodium sulfate. Removal of solvent gives 4-cyclopropylmethylpiperidine-1,4-dicarboxylic acid monotertbutyl ester.

後処理

  1. temperatureThe reaction mixture is refluxed for 30 minutes
  2. extractionThe aqueous layer is extracted with ethyl acetate (2×15 mL)
  3. extractionthe combined extract
  4. dry with materialis dried over sodium sulfate
  5. customRemoval of solvent

出典と根拠

ORDレコード
ord-91febc9e8bd0414e923096815a46729d
出典データセット
uspto-grants-2016_02
特許番号
US09266867B2

反応ノート

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