Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate → 4-Hydroxy-4-methylpentyl 5-norbornene-2-carboxylate

HRID 1835966ノート

反応式

HRID 1835966 の反応式
[CH3:1][C:2]([OH:8])([CH3:7])[CH2:3][CH2:4][CH2:5][OH:6].[CH:9]12[CH2:15][CH:12]([CH:13]=[CH:14]1)[CH2:11][CH:10]2[C:16](OC)=[O:17]>C[O-].[Na+].C1(C)C=CC=CC=1>[CH:9]12[CH2:15][CH:12]([CH:13]=[CH:14]1)[CH2:11][CH:10]2[C:16]([O:6][CH2:5][CH2:4][CH2:3][C:2]([OH:8])([CH3:7])[CH3:1])=[O:17]

参加物

5

反応物 2

HCID 250075Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylateHCID 109862004-Methylpentane-1,4-diol

生成物 1

HCID 221790144-Hydroxy-4-methylpentyl 5-norbornene-2-carboxylate収率 93%

試薬・触媒・溶媒 2

HCID 10942334Sodium Methoxide触媒HCID 1140Toluene溶媒

実験手順

A mixture of 118 g of 4-methyl-1,4-pentanediol, 173 g of methyl 5-norbornene-2-carboxylate, 1.4 g of sodium methoxide and 400 ml of toluene was heated under reflux for 5 hours while distilling off the methanol which formed during the reaction. The reaction solution was cooled, washed with saturated sodium bicarbonate water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was purified by vacuum distillation, collecting 221 g of 4-hydroxy-4-methylpentyl 5-norbornene-2-carboxylate (yield: 93%). The physical data of this product were in good coincidence with those of Synthesis Example 1.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. distillationwhile distilling off the methanol which
  4. customformed during the reaction
  5. temperatureThe reaction solution was cooled
  6. washwashed with saturated sodium bicarbonate water
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated in vacuum
  9. distillationIt was purified by vacuum distillation

出典と根拠

ORDレコード
ord-b64690e674fb43fbb39d6b74b5a246ab
出典データセット
uspto-grants-2004_08
特許番号
US06774258B2

反応ノート

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