Bromide ion → 2-Bromooctadecanoic acid

HRID 1462577

반응식

HRID 1462577 반응식
[C:1]([OH:20])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].P(Cl)(Cl)Cl.[Br-:25].BrBr>C(O)C.O.C(Cl)(Cl)(Cl)Cl>[Br:25][CH:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:1]([OH:20])=[O:19]

참가 물질

8

반응물 4

HCID 259Bromide ionHCID 5281Stearic AcidHCID 24387Phosphorus trichlorideHCID 24408Bromine

생성물 1

HCID 979172-Bromooctadecanoic acid

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 5943Carbon Tetrachloride용매

반응 조건

온도
90 °C

실험 절차

Stearic acid (42.6 g) was heated in an oil bath to 90° C. until it melted. Phosphorus trichloride (0.6 ml) was added to the melt while bromide (8.5 ml) was added dropwise over 3 hours under stirring. Another portion (7.7 ml) of bromine was added dropwise over 2.5 hours, and thereafter the mixture was heated at 90° C. for 3.5 hours. The reaction mixture was cooled, followed by the addition of 200 ml of carbon tetrachloride and 100 ml of water. The organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off under vacuum to give a yellow oily substance. The substance was dissolved in 60 ml of ethanol under heating, then the solution was cooled to produce a pale yellow solid product.

후처리

  1. additionwas added dropwise over 3 hours
  2. temperatureThe reaction mixture was cooled
  3. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  4. distillationthe solvent was distilled off under vacuum
  5. customto give a yellow oily substance
  6. temperatureunder heating
  7. temperaturethe solution was cooled
  8. customto produce a pale yellow solid product

출처 및 근거

ORD 기록
ord-a8b0c0c2a6744ceaac5c1ed6e1d7ffd5
출처 데이터셋
uspto-grants-1984_07
특허 번호
US04460682

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