Hydrochloric Acid → 1-(Cyclopropylmethyl)cyclobutane-1-carboxylic acid

HRID 1868434노트

반응식

HRID 1868434 반응식
[Li+].CC([N-]C(C)C)C.[CH:9]1([C:13]([OH:15])=[O:14])[CH2:12][CH2:11][CH2:10]1.BrC[CH2:18][CH:19]1[CH2:21][CH2:20]1.Cl>C1COCC1>[CH:19]1([CH2:18][C:9]2([C:13]([OH:15])=[O:14])[CH2:12][CH2:11][CH2:10]2)[CH2:21][CH2:20]1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 19494Cyclobutanecarboxylic acidHCID 2724682Lithium diisopropylamideHCID 22636989(2-Bromoethyl)cyclopropane

생성물 1

HCID 450847861-(Cyclopropylmethyl)cyclobutane-1-carboxylic acid수율 124.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of LDA (100 ml, 2.0 M THF solution) in THF (100 ml) was added dropwise over a period of 20 minutes at 0° C., a solution of cyclobutane carboxylic acid (10 g, 0.1 mol) in THF (15 ml). The resulting mixture was stirred at RT for 2 h then bromoethyl cyclopropane (15 g, 0.11 mol) was added dropwise and the mixture was stirred at RT overnight. To the reaction mixture was added 2N HCl and the mixture was extracted with EtOAc. The organic layer was washed with water and brine to afford the title compound as light yellow oil (19.2 g), which was used in the next step without purification.

후처리

  1. stirringthe mixture was stirred at RT overnight
  2. extractionthe mixture was extracted with EtOAc
  3. washThe organic layer was washed with water and brine

출처 및 근거

ORD 기록
ord-e2078f625d574fbca69a3976f60042b3
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07635713B2

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