Ethylparaben → Ethyl 4-(1,3-diphenyl-1-propoxy)benzoate

HRID 363015노트

반응식

HRID 363015 반응식
[C:1]1([CH:7]([OH:16])[CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O[C:18]1[CH:28]=[CH:27][C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:20][CH:19]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[C:1]1([CH:7]([O:16][C:18]2[CH:28]=[CH:27][C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:20][CH:19]=2)[CH2:8][CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 8434EthylparabenHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 2501291,3-Diphenylpropan-1-ol

생성물 1

HCID 54012855Ethyl 4-(1,3-diphenyl-1-propoxy)benzoate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 6-2 (2.12 g, 10.0 mmol) in tetrahydrofuran (25 ml) under a nitrogen atmosphere was added ethyl 4-hydroxybenzoate (6-3) (1.66 g, 10.0 mmol) followed by triphenyl phosphine (3.15 g, 12.0 mmol). The mixture was cooled in an ice bath and diethyl azodicarboxylate (2.09 g, 12 mmol) was added. This mixture was stirred overnight at ambient temperature and the solvent was removed in vacuo. The residue was taken up in the water and the ether layer was separated, washed with sodium bicarbonate and water, dried, filtered and concentrated in vacuo to yield an oil. Chromatographic purification on silica gel gave 6-4 as a colorless oil.

후처리

  1. temperatureThe mixture was cooled in an ice bath
  2. customthe solvent was removed in vacuo
  3. customthe ether layer was separated
  4. washwashed with sodium bicarbonate and water
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customto yield an oil
  9. customChromatographic purification on silica gel

출처 및 근거

ORD 기록
ord-8e8a492bb8234a83a808a9f25992f984
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05872138

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