Benzoyl chloride → 6-Bromo-5,5,6,6-tetrafluorohexane benzoate

HRID 333109노트

반응식

HRID 333109 반응식
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:10]1CCCC1.[Br:15][C:16]([F:26])([F:25])[C:17]([F:24])([F:23])[CH2:18][CH2:19][CH2:20][CH2:21]O.C(N(CC)CC)C>O>[C:1]([OH:8])(=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:15][C:16]([F:25])([F:26])[C:17]([F:23])([F:24])[CH2:18][CH2:19][CH2:20][CH3:21]

참가 물질

6

반응물 4

HCID 7412Benzoyl chlorideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 232369226-Bromo-5,5,6,6-tetrafluorohexan-1-ol

생성물 1

HCID 866605406-Bromo-5,5,6,6-tetrafluorohexane benzoate수율 82%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A 300 mL reactor was charged under nitrogen with 14.0 g (99.6 mmol/1.3 equivalents) of benzoyl chloride and 150 mL of tetrahydrofuran (a dehydrated product), following by putting it in an ice bath. 20.0 g (79.0 mmol/1.0 equivalent) of 6-bromo-5,5,6,6-tetrafluorohexan-1-ol was added thereto, followed by adding dropwise of 12.0 g (119 mmol/1.5 equivalents) of triethylamine. After the dropping, stirring was conducted at 60 degrees for 10 hours. Then, 100 mL of water was added, and extraction was conducted two times with 200 mL of diisopropyl ether. The obtained organic layer was washed further with diluted hydrochloric acid, sodium bicarbonate water and brine, followed by removing water by sodium sulfate and conducting filtration. Then, isopropyl ether was distilled out, thereby obtaining 24.4 g of the target 6-bromo-5,5,6,6-tetrafluorohexane benzoate. Upon this, purity was 95%, and yield was 82%.

후처리

  1. extractionextraction
  2. washThe obtained organic layer was washed further with diluted hydrochloric acid, sodium bicarbonate water and brine
  3. customby removing water by sodium sulfate
  4. filtrationfiltration
  5. distillationThen, isopropyl ether was distilled out

출처 및 근거

ORD 기록
ord-ee33bbdddfbb4b1088a1eed55b041008
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877960B2

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