Triethylamine → Benzyl 1,1-dimethyl-2-(methylthio)ethylcarbamate

HRID 1373508노트

반응식

HRID 1373508 반응식
[CH3:1][C:2]([NH2:7])([CH3:6])[CH2:3][S:4][CH3:5].[C:8](Cl)([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:9].C(N(CC)CC)C>O1CCCC1.C1(C)C=CC=CC=1>[CH3:1][C:2]([NH:7][C:8](=[O:9])[O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:6])[CH2:3][S:4][CH3:5]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 120973802-Propanamine, 2-methyl-1-(methylthio)-

생성물 1

HCID 60134425Benzyl 1,1-dimethyl-2-(methylthio)ethylcarbamate수율 72%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매2회

실험 절차

In tetrahydrofuran (300 ml) was dissolved 23.86 g (200 mmol) of 1,1-dimethyl-2-(methylthio)ethylamine, and 103.4 g (200 mmol) of a 30% solution of carbobenzoxy chloride in toluene and then a solution of 24.29 g (240 mmol) of triethylamine in tetrahydrofuran were slowly dropped thereinto under ice-cooling. After the resulting mixture was stirred at room temperature for 3 hours, the triethylamine hydrochloride precipitated was filtered under reduced pressure and washed with ethyl acetate. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain 36.35 g (yield 72%) of benzyl 1,1-dimethyl-2-(methylthio)ethylcarbamate.

후처리

  1. temperatureunder ice-cooling
  2. customthe triethylamine hydrochloride precipitated
  3. filtrationwas filtered under reduced pressure
  4. washwashed with ethyl acetate
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-d9557dd2f7654d90b75d355436069660
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07161032B2

반응 노트

불러오는 중…