Water → 3-(2-Phenylethoxy)propanoic acid

HRID 963564노트

반응식

HRID 963564 반응식
[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[C:22]1([CH2:28][CH2:29][O:30][CH2:31][CH2:32][CH2:33][OH:34])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C1(CC2OCCC[O:43]2)C=CC=CC=1.O>CN(C=O)C>[C:22]1([CH2:28][CH2:29][O:30][CH2:31][CH2:32][C:33]([OH:43])=[O:34])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 796012-Benzyl-1,3-dioxaneHCID 2724130Cornforth reagentHCID 190822593-(2-Phenylethoxy)propan-1-ol

생성물 1

HCID 154386723-(2-Phenylethoxy)propanoic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Pyridinium dichromate (100 g) was added to a solution of 3-[2-phenylethoxy]-propanol (13.6 g) (prepared from 2-phenylmethyl-1,3-dioxane following the method described in Can. J. Chem., 1974, 52, 888) in DMF (400 ml). The whole was rapidly stirred for 6 hours at which point water was added. This was then extracted with ether (×3). The combined ethereal layers were extracted with 10% aqueous sodium hydroxide solution (500 ml). The basic solution was made acidic pH 1-2 with concentrated hydrochloric acid and extracted with ether. These ethereal extracts were then combined, washed with brine, dried (MgSO4) and evaporated under reduced pressure to yield the subtitled compound (7.6 g).

후처리

  1. additionwas added
  2. extractionThis was then extracted with ether (×3)
  3. extractionThe combined ethereal layers were extracted with 10% aqueous sodium hydroxide solution (500 ml)
  4. extractionextracted with ether
  5. washwashed with brine
  6. dry with materialdried (MgSO4)
  7. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-750a172989934704ac87af85f4235205
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05763465

반응 노트

불러오는 중…