Propane sultone → 3-[(1-Methylcycloheptyl)amino]propane-1-sulfonic acid

HRID 239785노트

반응식

HRID 239785 반응식
[CH2:1]1[CH2:7][S:4](=[O:6])(=[O:5])[O:3][CH2:2]1.[CH3:8][C:9]1([NH2:16])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>C1(C)C=CC=CC=1>[CH3:8][C:9]1([NH:16][CH2:2][CH2:1][CH2:7][S:4]([OH:3])(=[O:6])=[O:5])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

참가 물질

4

반응물 2

HCID 14264Propane sultoneHCID 145933331-Methylcycloheptan-1-amine

생성물 1

HCID 160359453-[(1-Methylcycloheptyl)amino]propane-1-sulfonic acid

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 1,3-propanesultone (4.3 g, 35 mmol) in toluene (10 mL) was added dropwise to a the crude solution of 1-methyl-1-cycloheptylamine in MTBK (total volume 30 mL). The mixture was heated to reflux for 18 hours then was cooled to room temperature. The solid was collected by suction filtration, rinsed with acetone (2×5 mL). The solid was dried overnight at 45° C. in the vacuum oven. The title compound was obtained as a fine white solid (7.77 g, 31.2 mmol, 80% overall yield). 1H NMR (500 MHz, D2O) δ 1.27 (s, 3H), 1.40-1.60 (m, 8H), 1.71-1.81 (m, 4H), 2.00-2.06 (m, 2H), 2.95 (t, J=6.3 Hz, 2H), 3.13 (t, J=7.1 Hz, 2H); 13C NMR (125 MHz, D2O) δ 22.0, 22.1, 23.3, 29.5, 37.1, 40.0, 48.3, 64.0; ES-MS 250(M+H)

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 18 hours
  3. filtrationThe solid was collected by suction filtration
  4. washrinsed with acetone (2×5 mL)
  5. customThe solid was dried overnight at 45° C. in the vacuum oven

출처 및 근거

ORD 기록
ord-0efdc8b39d5846808467cf1562290678
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642801B2

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