Glycerol → Monostearin

HRID 989991

반응식

HRID 989991 반응식
[OH:1][CH2:2][CH:3]([CH2:5][OH:6])[OH:4].N1C=CC=CC=1.[C:13](Cl)(=[O:31])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].C([O-])(O)=O.[Na+]>CN(C=O)C>[C:13]([O:1][CH2:2][CH:3]([CH2:5][OH:6])[OH:4])(=[O:31])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

참가 물질

6

반응물 4

HCID 753GlycerolHCID 1049PyridineHCID 8212Stearoyl chlorideHCID 516892Sodium Bicarbonate

생성물 1

HCID 24699Monostearin

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a mixture of glycerol (30 g, 326 mmol) and pyridine (25 ml) dissolved in DMF (300 ml) was added dropwise stearoyl chloride (10 g, 33 mmol) dissolved in DMF 100 ml9. The mixture was cooled on an ice bath until addition was complete, whereupon the reaction was maintained under an N2 atmosphere overnight. After 15 hours CH2CL2 (300 ml) and saturated NaHCO3 (aq) was added. The phases were separated and the organic phase washed with water (50 ml) and dried with Na2SO4. The solvent and any pyridine were evaporated under vacuum. The crude product was chromatographed on a silica column (CH2Cl2-MeOH, 20:1) and recrystallised (CH2Cl2-ether) to yield around 7 grams.

후처리

  1. temperatureThe mixture was cooled on an ice bath until addition
  2. temperaturewas maintained under an N2 atmosphere overnight
  3. customThe phases were separated
  4. washthe organic phase washed with water (50 ml)
  5. dry with materialdried with Na2SO4
  6. customThe solvent and any pyridine were evaporated under vacuum
  7. customThe crude product was chromatographed on a silica column (CH2Cl2-MeOH, 20:1)
  8. customrecrystallised (CH2Cl2-ether)
  9. customto yield around 7 grams

출처 및 근거

ORD 기록
ord-cdfdc4cf85924e5cb08358aacb4b486d
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06458772B1

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