Methyl iodide → HCID 12425357, 화합물

HRID 610467노트

반응식

HRID 610467 반응식
[C:1]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[H-].[Na+].[CH2:17]([Li])CCC.IC>C1COCC1>[O:4]=[C:3]([CH2:5][CH3:17])[CH2:2][C:1]([O:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:6]

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 142266Benzyl acetoacetateHCID 178418339Butyllithium

생성물 1

HCID 12425357HCID 12425357, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Following the procedure of Weiler, J. Am. Chem. Soc. 1974, 96, 1082, benzyl acetoacetate, 7.68 g (40 mmol) was added dropwise to a 0° C. suspension of sodium hydride (2.1 g of 50% dispersion, 42 mmol) in THF (100 mL). After stirring for 10 minutes n-butyl lithium (16 mL of 2.5 M in hexane) was added and the mixture was aged for an additional 10 minutes. At this time iodomethane (2.74 mL, 44 mmol) in THF (4 mL) was added dropwise and the mixture aged 1 hour while slowly warming to room temperature. Work-up was achieved by quenching at 0° C. with 1N HCl, extracting with ether, washing the ether with aqueous NaHCO3, brine, and drying with MgSO4. Removal of the solvent yielded benzyl 3-oxopentanoate.

후처리

  1. additionwas added
  2. waitthe mixture aged 1 hour
  3. customby quenching at 0° C. with 1N HCl
  4. extractionextracting with ether
  5. washwashing the ether with aqueous NaHCO3, brine
  6. dry with materialdrying with MgSO4
  7. customRemoval of the solvent

출처 및 근거

ORD 기록
ord-db6f33b4d57d44f385a24e130604ee9b
출처 데이터셋
uspto-grants-1999_12
특허 번호
US05998612

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