Methanol → 2,5-Dihydro-2,5-dimethoxy-2-(3-butynyl)furan

HRID 1032503ノート

反応式

HRID 1032503 の反応式
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][C:8]#[CH:9].[C:10](=[O:13])([O-])[O-].[Na+].[Na+].BrBr.[CH3:18][OH:19]>>[CH3:18][O:19][C:2]1([CH2:6][CH2:7][C:8]#[CH:9])[CH:3]=[CH:4][CH:5]([O:13][CH3:10])[O:1]1

参加物

5

反応物 4

HCID 887Methanol2 回HCID 10340Sodium CarbonateHCID 24408BromineHCID 221661432-(But-3-yn-1-yl)furan

生成物 1

HCID 147744262,5-Dihydro-2,5-dimethoxy-2-(3-butynyl)furan

反応条件

温度
25 °C

実験手順

To a stirred mixture of 6.01 g of 4-(2-furyl)-1-butyne [Perfumery Essent. Oil Record., 57, 364 (1966)], 10.6 g of sodium carbonate and 150 ml of methanol at -25° C., was added dropwise a solution of 8.0 g of bromine in 50 ml of methanol during a period of 3 hours. The mixture was then stirred at 25° C. for 45 minutes and concentrated in vacuo. The residue was partitioned with ether and brine. The ether layer was separated, washed with brine, dried and concentrated. Distillation of the residue at 0.5mm gave 6.62 g of the desired compound as a light yellow liquid, bp 57°-61° C. (0.5 mm).

後処理

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned with ether and brine
  3. customThe ether layer was separated
  4. washwashed with brine
  5. customdried
  6. concentrationconcentrated
  7. distillationDistillation of the residue at 0.5mm

出典と根拠

ORDレコード
ord-faaebcb1db3b402a8c26a27389d80a9d
出典データセット
uspto-grants-1990_09
特許番号
US04958037

反応ノート

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