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

HRID 1373508ノート

反応式

HRID 1373508 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-d9557dd2f7654d90b75d355436069660
出典データセット
uspto-grants-2007_01
特許番号
US07161032B2

反応ノート

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