Toluene → 4-Hydroxy-4-methylpentyl 5-norbornene-2-carboxylate

HRID 1795731ノート

反応式

HRID 1795731 の反応式
[CH3:1][C:2]([OH:8])([CH3:7])[CH2:3][CH2:4][CH2:5][OH:6].C(N(CC)CC)C.C1(C)C=CC=CC=1.[CH:23]12[CH2:29][CH:26]([CH:27]=[CH:28]1)[CH2:25][CH:24]2[C:30](Cl)=[O:31]>O>[CH:23]12[CH2:29][CH:26]([CH:27]=[CH:28]1)[CH2:25][CH:24]2[C:30]([O:6][CH2:5][CH2:4][CH2:3][C:2]([OH:8])([CH3:7])[CH3:1])=[O:31]

参加物

6

反応物 4

HCID 1140TolueneHCID 8471TriethylamineHCID 98233Bicyclo(2.2.1)hept-5-ene-2-carbonyl chlorideHCID 109862004-Methylpentane-1,4-diol

生成物 1

HCID 221790144-Hydroxy-4-methylpentyl 5-norbornene-2-carboxylate収率 90%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 118 g of 4-methyl-1,4-pentanediol, 111 g of triethylamine and 400 ml of toluene at 20° C., 157 g of 5-norbornene-2-carbonyl chloride was added over one hour. After 5 hours of stirring, 200 ml of water was added to the reaction solution to stop the reaction whereupon the mixture separated. The organic layer was washed with water and saturated sodium chloride water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was purified by vacuum distillation, collecting 214 g of 0.4-hydroxy-4-methylpentyl 5-norbornene-2-carboxylate (boiling point: 111–113° C./27 Pa, yield: 90%).

後処理

  1. customthe reaction whereupon the mixture
  2. customseparated
  3. washThe organic layer was washed with water and saturated sodium chloride water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuum
  6. distillationIt was purified by vacuum distillation
  7. customcollecting 214 g of 0

出典と根拠

ORDレコード
ord-a3e462c9da31464493497ff34a57b857
出典データセット
uspto-grants-2006_04
特許番号
US07029822B2

反応ノート

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