Methyl iodide → HCID 12425357、化合物

HRID 610467ノート

反応式

HRID 610467 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 12425357HCID 12425357、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-db6f33b4d57d44f385a24e130604ee9b
出典データセット
uspto-grants-1999_12
特許番号
US05998612

反応ノート

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