Triethylamine → (E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol diisonicotinate

HRID 26988

반응식

HRID 26988 반응식
[OH:1][CH2:2]/[C:3](/[CH2:12][CH2:13]/[CH:14]=[C:15](\[CH3:22])/[CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])=[CH:4]/[CH2:5][CH2:6]/[C:7](/[CH3:11])=[CH:8]/[CH2:9][OH:10].C(N(CC)CC)C.Cl.[C:31](Cl)(=[O:38])[C:32]1[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=1>C(Cl)(Cl)Cl>[C:31]([OH:38])(=[O:1])[C:32]1[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=1.[C:31]([OH:38])(=[O:1])[C:32]1[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=1.[OH:1][CH2:2]/[C:3](/[CH2:12][CH2:13]/[CH:14]=[C:15](\[CH3:22])/[CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])=[CH:4]/[CH2:5][CH2:6]/[C:7](/[CH3:11])=[CH:8]/[CH2:9][OH:10]

참가 물질

5

실험 절차

To a solution of 1.0 g of (E,Z,E) and (E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol in 30 ml of anhydrous chloroform was added 3.0 ml of triethylamine and then 2.0 g of isonicotinoyl chloride hydrochloride dropwise at room temperature. Stirring was continued for 3 hours. The reaction mixture was poured into ice-water, extracted with chloroform, washed with aqueous sodium hydrogencarbonate and water and dried over anhydrous sodium sulfate. The solvent was distilled off to give an oily substance, which was then purified by a column chromatography with silica gel (20 g) to afford 1.4 g of the end product.

후처리

  1. customdropwise at room temperature
  2. extractionextracted with chloroform
  3. washwashed with aqueous sodium hydrogencarbonate and water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. customto give an oily substance, which
  7. customwas then purified by a column chromatography with silica gel (20 g)

출처 및 근거

ORD 기록
ord-1c0b5f3210f745a995389c63ca02bf59
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04151357

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