Sodium Hydroxide → (3,6-Dimethyl-1,2-phenylene)dimethanol

HRID 1879524ノート

反応式

HRID 1879524 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]12O[C:14]([CH3:18])([CH:15]=[CH:16]1)[CH:13]1[CH:9]2[C:10](=O)[O:11][C:12]1=[O:19].[OH-].[Na+]>O1CCCC1>[OH:11][CH2:10][C:9]1[C:8]([CH3:7])=[CH:16][CH:15]=[C:14]([CH3:18])[C:13]=1[CH2:12][OH:19]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 2450361,7-Dimethyl-4,10-dioxatricyclo[5.2.1.0,2,6]dec-8-ene-3,5-dioneHCID 21226445Aluminium lithium hydride

生成物 1

HCID 13220177(3,6-Dimethyl-1,2-phenylene)dimethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
-78 °C

実験手順

A 1 L 3-necked RBF is charged with a 1.0M lithium aluminium hydride solution in tetrahydrofuran (175 mL, 0.175 mol) and anhydrous tetrahydrofuran (100 mL) under nitrogen. The solution is cooled to −78° C. and a solution of 1,7-dimethyl-4,10-dioxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione 2 (12.3 g, 0.070 mol) in anhydrous tetrahydrofuran (150 mL) is added from a dropping funnel over a period of 30 minutes The reaction mixture is heated to reflux and stirred for 45 h. The reaction mixture is cooled to 0° C. using an ice bath and 2M sodium hydroxide solution (20 mL) is slowly added dropwise. The mixture is allowed to warm up to 22° C. and the precipitate is filtered off and washed thoroughly with diethyl ether and tetrahydrofuran. The filtrate is concentrated in vacuo.

後処理

  1. temperatureis heated
  2. temperatureto reflux
  3. temperatureThe reaction mixture is cooled to 0° C.
  4. temperatureto warm up to 22° C.
  5. filtrationthe precipitate is filtered off
  6. washwashed thoroughly with diethyl ether and tetrahydrofuran
  7. concentrationThe filtrate is concentrated in vacuo

出典と根拠

ORDレコード
ord-22aaf414b26e4469b64d6b50aa33e9c9
出典データセット
uspto-grants-2012_11
特許番号
US08318048B2

反応ノート

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