Hydrochloric Acid → 4'-Methoxy(1,1'-biphenyl)-4-carboxylic acid

HRID 1275411

反応式

HRID 1275411 の反応式
BrBr.[C:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)(=[O:5])C.S([O-])([O-])=[O:21].[Na+].[Na+].Cl>O.O1CCOCC1>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([C:9]2[CH:10]=[CH:11][C:6]([C:3]([OH:5])=[O:21])=[CH:7][CH:8]=2)=[CH:13][CH:14]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 24408BromineHCID 24437Sodium SulfiteHCID 3015571-(4'-Methoxy(1,1'-biphenyl)-4-yl)ethanone

生成物 1

HCID 27595524'-Methoxy(1,1'-biphenyl)-4-carboxylic acid収率 93.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒3 回HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of 64.7 g (1.61 mol) of soda in 560 ml water is prepared at 0° C. 69.9 g (0.44 mol) of bromine then 260 ml of 1,4-dioxane are added successively. A yellow solution is obtained which is cooled down to 0° C. and which is added over 10 minutes, without exceeding 10° C., to a suspension of 28 g (0.12 mol) of 4'-acetyl-4-methoxybiphenyl in a mixture of 750 ml of 1,4-dioxane and 510 ml water. The reaction medium is agitated for 1 hour at approximately 20° C., a solution of 15.5 g of sodium sulphite in 160 ml water is added and taken to reflux for 10 minutes. 76 ml of concentrated hydrochloric acid is added and the reaction medium is left under agitation whilst being cooled down, for 1 hour. After drying, washing with water and drying at 50° C., 25.5 g of 4'-methoxy-4-biphenyl carboxylic acid is obtained in the form of a white powder (yield: 93%).

後処理

  1. customA yellow solution is obtained which
  2. additionwhich is added over 10 minutes
  3. temperatureto reflux for 10 minutes
  4. waitthe reaction medium is left under agitation
  5. temperaturewhilst being cooled down, for 1 hour
  6. customAfter drying
  7. washwashing with water
  8. customdrying at 50° C.

出典と根拠

ORDレコード
ord-61b8de6292bf42d3a801a6f444ab5ebe
出典データセット
uspto-grants-2000_12
特許番号
US06160157

関連ノート

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