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

HRID 1058392노트

반응식

HRID 1058392 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 21899815MeOH tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f28ab6d59d6f47b5aef43d8b70c964a1
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06515124B2

반응 노트

불러오는 중…