Formaldehyde → 2-Hydroxymethyl-2-phenylheptanenitrile

HRID 333433노트

반응식

HRID 333433 반응식
[H-].[Na+].[C:3]1([CH:9]([CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[C:10]#[N:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:17]=[O:18]>CN(C=O)C>[OH:18][CH2:17][C:9]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)([CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[C:10]#[N:11]

참가 물질

5

반응물 3

HCID 712FormaldehydeHCID 24758Sodium hydrideHCID 126520202-Phenylheptanenitrile

생성물 1

HCID 669878522-Hydroxymethyl-2-phenylheptanenitrile수율 71%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

To a suspension of 1.34 g of 60% NaH in 50 mL of DMF cooled to 0° C. are added 5.14 g (27.4 mmol) of 2-phenylheptanenitrile. After stirring for 30 minutes, 7.6 g (220 mmol) of paraformaldehyde are added portionwise. The reaction medium is stirred at room temperature for 6 hours and then hydrolysed with ice and extracted with diethyl ether. The organic phase is washed with saturated aqueous sodium hydrogen carbonate solution, dried over sodium sulfate, filtered and evaporated under pressure. The crude product obtained is chromatographed on silica gel (eluent: 8/2 heptane/ethyl acetate). 4.24 g in the form of a pale yellow oil are obtained in a yield of 71%.

후처리

  1. stirringThe reaction medium is stirred at room temperature for 6 hours
  2. extractionhydrolysed with ice and extracted with diethyl ether
  3. washThe organic phase is washed with saturated aqueous sodium hydrogen carbonate solution
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated under pressure

출처 및 근거

ORD 기록
ord-de80ddab6c7340d38f93fa3ea3036a3e
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877968B2

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