Hydrochloric Acid → (R)-Piperazine-2-carboxylic acid

HRID 1951280ノート

反応式

HRID 1951280 の反応式
[OH-:1].[Na+].C([O:7]C(OC(OC(C)(C)C)=O)=O)(C)(C)C.[N:18]1C2C(=CC=CC=2S(Cl)(=O)=O)C=C[CH:19]=1.C([N:34]([CH2:37][CH3:38])[CH2:35][CH3:36])C.Cl>O1CCOCC1.O>[NH:34]1[CH2:35][CH2:36][NH:18][CH2:19][C@@H:37]1[C:38]([OH:7])=[O:1]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 14798Sodium Hydroxide2 回HCID 292208-Quinolinesulfonyl chlorideHCID 90495Di-tert-butyl dicarbonate

生成物 1

HCID 6558437(R)-Piperazine-2-carboxylic acid収率 93%

試薬・触媒・溶媒 1

HCID 218864351,4-Dioxane--water (1/1)溶媒

実験手順

2CSA (9.492 g, 15.96 mmol) was dissolved in dioxane/water 1:1 (60 ml) and concentrated sodium hydroxide was added until the pH reached 9-10. Di-tert-butyl-dicarbonate (3.755 g, 17.55 mmol) was then added and the mixture was stirred 6 h at room temperature. A white precipitate appeared, the pH dropped to 7 and was brought back to 9 by the addition of concentrated NaOH. 8-quinoline sulfonylchloride (3.63 g, 15.64 mmol) and triethylamine (4.33 ml, 31.28 mmol) were slowly added and the mixture was stirred overnight at room temperature. The solution was made acidic by the addition of HCl 1N and the white precipitate thus obtained was filtered and dried to give the desired compound.

後処理

  1. additionthe pH dropped to 7
  2. stirringthe mixture was stirred overnight at room temperature
  3. customthe white precipitate thus obtained
  4. filtrationwas filtered
  5. customdried

出典と根拠

ORDレコード
ord-18dae4225cdb497eb4a21ee615bd23ee
出典データセット
uspto-grants-2013_03
特許番号
US08404690B2

反応ノート

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