Hydrochloric Acid → 1-Butylcyclobutanecarboxylic Acid

HRID 1868435ノート

反応式

HRID 1868435 の反応式
C([N-]C(C)C)(C)C.[Li+].[CH:9]1([C:13]([OH:15])=[O:14])[CH2:12][CH2:11][CH2:10]1.[CH2:16](I)[CH2:17][CH2:18][CH3:19].Cl>CCCCCCC.O1CCCC1.C1C=CC=CC=1.C1COCC1>[CH2:16]([C:9]1([C:13]([OH:15])=[O:14])[CH2:12][CH2:11][CH2:10]1)[CH2:17][CH2:18][CH3:19]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 10962Butyl iodideHCID 19494Cyclobutanecarboxylic acidHCID 2724682Lithium diisopropylamide2 回

生成物 1

HCID 133895511-Butylcyclobutanecarboxylic Acid

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 86600160Heptane tetrahydrofuran benzene溶媒

実験手順

A solution of lithium di-isopropylamide (100 mL, 2.0 M, 200 mmol) in heptane/tetrahydrofuran/benzene was diluted with 100 mL of anhydrous THF. To the LDA solution at 0° C. was added dropwise 10 g (100 mmol) of cyclobutanecarboxylic acid in 15 mL of anhydrous THF over 20 minutes under Argon. The mixture was sired at room temperature for 3 hours. To the reaction mixture was added 11.4 mL (100 mmol) of butyl iodide at 0° C. The reaction mixture was warmed to RT and stirred overnight. HCl (2N) was used to adjust the pH to 2˜3. The mixture was extracted with EtOAc (3×200 mL). The combined organic phase was washed with 100 mL of brine, dried (MgSO4) and concentrated. Thus obtained crude product was used directly for next step.

後処理

  1. extractionThe mixture was extracted with EtOAc (3×200 mL)
  2. washThe combined organic phase was washed with 100 mL of brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThus obtained crude product

出典と根拠

ORDレコード
ord-bfd8c2a08d5d436b83aae5bcda536170
出典データセット
uspto-grants-2009_12
特許番号
US07635713B2

反応ノート

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