Sodium Hydroxide → 2-Chloro-4-[1-hydroxy-3-(3-hydroxyphenyl)prop-2-en-1-yl]benzoic acid

HRID 1058392ノート

反応式

HRID 1058392 の反応式
[OH-].[Na+].C[O:4][C:5](=[O:24])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]([OH:22])/[CH:13]=[CH:14]/[C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=2)=[CH:8][C:7]=1[Cl:23]>CO.O1CCCC1>[Cl:23][C:7]1[CH:8]=[C:9]([CH:12]([OH:22])[CH:13]=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=2)[CH:10]=[CH:11][C:6]=1[C:5]([OH:24])=[O:4]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 23560777Rac.-(e)-2-chloro-4-[1-hydroxy-3-(3-hydroxyphenyl)prop-2-en-1-yl]benzoic acid methyl ester

生成物 1

HCID 700297522-Chloro-4-[1-hydroxy-3-(3-hydroxyphenyl)prop-2-en-1-yl]benzoic acid収率 82.2%

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

An aqueous solution of sodium hydroxide (1N, 3 mL, 3 mmol) was added to a solution of 2-chloro-4-[1-hydroxy-3-(3-hydroxyphenyl)prop-2-en-1-yl]benzoic acid methyl ester (Example 92; 310 mg, 0.97 mmol) in methanol/tetrahydrofuran (1:1; 6 mL). The solution was stirred at room temperature overnight and then evaporated to dryness. Water (4 mL) was added and the solution was acidified with 1N hydrochloric acid solution (3.3 mL). The mixture was stirred at room temperature for 1 h, then the solid was filtered off, washed with water and dried to afford 2-chloro-4-[1-hydroxy-3-(3-hydroxyphenyl)prop-2-en-1-yl]benzoic acid (243 mg, 82% yield) as an off-white solid.

後処理

  1. customevaporated to dryness
  2. additionWater (4 mL) was added
  3. stirringThe mixture was stirred at room temperature for 1 h
  4. filtrationthe solid was filtered off
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-f28ab6d59d6f47b5aef43d8b70c964a1
出典データセット
uspto-grants-2003_02
特許番号
US06515124B2

反応ノート

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