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

HRID 333109ノート

反応式

HRID 333109 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 866605406-Bromo-5,5,6,6-tetrafluorohexane benzoate収率 82%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-ee33bbdddfbb4b1088a1eed55b041008
出典データセット
uspto-grants-2014_11
特許番号
US08877960B2

反応ノート

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