Hydrochloric Acid → (R)-N-Allyl-N-octanoyl-1-phenylethylamine

HRID 1180691노트

반응식

HRID 1180691 반응식
[C:1]([NH:10][C@@H:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:12])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:19](Br)[CH:20]=[CH2:21].[H-].[Na+].Cl>C1(C)C=CC=CC=1>[CH2:21]([N:10]([C@@H:11]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[CH3:12])[C:1](=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH:20]=[CH2:19]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 69501790(R)-N-Octanoyl-1-phenylethylamine

생성물 1

HCID 69501896(R)-N-Allyl-N-octanoyl-1-phenylethylamine수율 86%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

A solution of 10.0 g (40.0 mmol) of (R)-N-octanoyl-1-phenylethylamine in 20 ml of toluene, and 9.90 g (80.0 mmol) of allyl bromide were added to a suspension of 3.20 g (80.0 mmol) of sodium hydride (60%) in 74 ml of toluene, and the reaction was allowed to proceed at 100° C. for 6 hours. The reaction mixture was cooled to room temperature and added dropwise to 80 ml of ice-cooled 1 N hydrochloric acid to thereby terminate the reaction. The resulting mixture was extracted with three 30-ml portions of hexane. The organic phase was washed with 50 ml of water and then dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was quantitated by HPLC. Thus was obtained 9.87 g (86%) of the title compound.

후처리

  1. customto thereby terminate
  2. customthe reaction
  3. extractionThe resulting mixture was extracted with three 30-ml portions of hexane
  4. washThe organic phase was washed with 50 ml of water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-cc2c3f9f70b24c4e8f1b3a3e184469d7
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07282605B2

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