2-(1-trans-Dodecenyl)benzyl alcohol → 2-(1-trans-Dodecenyl)benzaldehyde

HRID 568918노트

반응식

HRID 568918 반응식
[CH:1](/[C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15][OH:16])=[CH:2]\[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>C(OCC)(=O)C.[O-2].[O-2].[Mn+4]>[CH:1](/[C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH:15]=[O:16])=[CH:2]\[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

참가 물질

4

반응물 1

HCID 703770362-(1-trans-Dodecenyl)benzyl alcohol

생성물 1

HCID 159265662-(1-trans-Dodecenyl)benzaldehyde

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of lithium aluminum hydride (22.2 mmoles) in tetrahydrofuran (30 ml) under argon, cooled to 0° C., was added 2-(1-dodecyn-1-yl) benzaldehyde (11.1 mmoles, prepared as in Example 4(a) in tetrahydrofuran (10 ml), dropwise with stirring. After coming to room temperature, the reaction mixture was refluxed for 18 hours. The reaction mixture was then cooled to 0° C., ice was added, followed by ether and dilute hydrochloric acid, and the layers were separated. The organic layer was washed with water and brine. The dried solution was concentrated to give 2-(1-trans-dodecenyl)benzyl alcohol, after recrystallization from acetonitrile. The benzyl alcohol (0.080 mmoles) was dissolved in ethyl acetate (10 ml) under argon and manganese dioxide (12.6 mmoles) was added. The reaction mixture was stirred for 18 hours at room temperature, filtered and the filtrate concentrated to leave an oil which is the desired product.

후처리

  1. customafter recrystallization from acetonitrile
  2. filtrationfiltered
  3. concentrationthe filtrate concentrated
  4. customto leave an oil which

출처 및 근거

ORD 기록
ord-852784e9ad154934af624b034e489041
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04730005

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