Methanol → Methyl 2-allyloctanoate

HRID 1180695ノート

反応式

HRID 1180695 の反応式
COC(N([C@@H](C1C=CC=CC=1)C)C(=O)[CH:7]([CH2:14][CH:15]=[CH2:16])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=O.[CH3:26][O-:27].[Na+].[CH3:29][OH:30]>>[CH2:11]([CH:10]([CH2:9][CH2:8][CH2:7][CH2:14][CH2:15][CH3:16])[C:26]([O:30][CH3:29])=[O:27])[CH:12]=[CH2:13]

参加物

4

反応物 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 69502051N-methyloxycarbonyl-N-(2-allyloctanoyl)-1-(R)-phenylethylamine

生成物 1

HCID 23117480Methyl 2-allyloctanoate収率 51%

実験手順

A solution of 0.345 g (1.0 mmol) of N-methyloxycarbonyl-N-(2-allyloctanoyl)-1-(R)-phenylethylamine in 5 ml of methanol was cooled to 0° C., 0.386 g (2.0 mmol) of NaOMe (28% solution in methanol) was added, and the mixture was stirred for 22 hours. The reaction was terminated by addition of 2 ml of 1 N hydrochloric acid, and the product was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, the solvent was distilled off, and the residue was isolated/purified on a silica gel column to give 0.10 g (51%) of the title compound. N-(2-Allyloctanoyl)-(R)-1-phenylethylamine was formed as a byproduct in 45% yield.

後処理

  1. customThe reaction was terminated by addition of 2 ml of 1 N hydrochloric acid
  2. extractionthe product was extracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off
  5. customthe residue was isolated/purified on a silica gel column

出典と根拠

ORDレコード
ord-ccda876f51db4a96885311fbfdbb1489
出典データセット
uspto-grants-2007_10
特許番号
US07282605B2

反応ノート

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