Hydrochloric Acid → 3-(3,4-Dichlorophenoxy)propanoic acid

HRID 871056노트

반응식

HRID 871056 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([OH:11])[CH:7]=[CH:8][C:9]=1[Cl:10].[C:12]1(=[O:16])[O:15][CH2:14][CH2:13]1.Cl>CN(C=O)C>[Cl:3][C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][C:9]=1[Cl:10])[O:11][CH2:14][CH2:13][C:12]([OH:16])=[O:15]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 2365Beta-PropiolactoneHCID 72583,4-DichlorophenolHCID 24758Sodium hydride

생성물 1

HCID 8193113-(3,4-Dichlorophenoxy)propanoic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Sodium hydride 0.24 g (0.01 mol) was dissolved in 10 ml of dry DMF. After 30 min, a solution of 3,4-dichloro phenol 1.63 g (0.01 mol) dissolved in 5 ml of DMF was added in drops. The reaction mixture was heated to 100 C. After 1 hour, β-propiolactone, 0.72 g (0.628 ml, 0.01 mol) was added slowly for 5 minutes. The reaction mixture was further continued heating for 12 h. The reaction mixture was cooled to room temperature and poured over ice-cold water 10 ml was added. This diluted mixture was acidified by the addition of Con. HCl. The product was extracted twice with diethyl ether (20 ml). The ether layer was then washed with 10% Sodium bicarbonate. The aqueous layer was acidified to pH=2. The precipitated solid was filtered and dried to afford the required product 3-(3,4-dichlorophenoxy)propanoic acid (PC165).

후처리

  1. additionwas added in drops
  2. temperatureThe reaction mixture was heated to 100 C
  3. waitAfter 1 hour
  4. temperatureThe reaction mixture was further continued heating for 12 h
  5. additionwas added
  6. additionThis diluted mixture was acidified by the addition of Con
  7. extractionThe product was extracted twice with diethyl ether (20 ml)
  8. washThe ether layer was then washed with 10% Sodium bicarbonate
  9. filtrationThe precipitated solid was filtered
  10. customdried

출처 및 근거

ORD 기록
ord-6c8bb331cacc41a2a01b93fce1ee3936
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969573B2

반응 노트

불러오는 중…