Bromide ion → 2-Bromooctadecanoic acid

HRID 1462577

反応式

HRID 1462577 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

HCID 979172-Bromooctadecanoic acid

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a8b0c0c2a6744ceaac5c1ed6e1d7ffd5
出典データセット
uspto-grants-1984_07
特許番号
US04460682

関連ノート

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