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

HRID 871056ノート

反応式

HRID 871056 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6c8bb331cacc41a2a01b93fce1ee3936
出典データセット
uspto-grants-2015_03
特許番号
US08969573B2

反応ノート

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