Lithium Hydroxide → HCID 83669226, 화합물

HRID 518581노트

반응식

HRID 518581 반응식
[Li+].[OH-].[C:3]1([C:12]([O:14]CC)=[O:13])[C:8]2[CH2:9][CH2:10][CH2:11][C:7]=2[CH:6]=[CH:5][N:4]=1>O.CO>[C:3]1([C:12]([OH:14])=[O:13])[C:8]2[CH2:9][CH2:10][CH2:11][C:7]=2[CH:6]=[CH:5][N:4]=1

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 450986655H-Cyclopenta[c]pyridine-1-carboxylicacid,6,7-dihydro-,ethylester(9CI)

생성물 1

HCID 83669226HCID 83669226, 화합물수율 63.2%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 962Water용매

실험 절차

A 2N solution of LiOH (50 mL) in water was slowly added to the title compound of step 1 (10 g, 52.4 mmol) in MeOH (250 mL) at 0° C. The mixture was allowed to warm to rt and stirred for 30 min. The MeOH was reduced under vacuum and the residual aqueous solution was washed with EtOAc. The organic phase was re-extracted with water. The combined aqueous extracts were acidified to pH=2 with 1N HCl. The water was removed and preparative HPLC gave the title compound (5.4 g, 63%) as a white solid. 1H NMR (CD3OD, 400 MHz): δ 8.45 (d, J=5.6 Hz, 1H), 7.88 (d, J=5.6 Hz, 1H), 3.39 (t, J=8.0, 7.6 Hz, 2H), 3.16 (d, t, J=8.0, 7.6 Hz, 2H), 2.16-2.20 (m, 2H).

후처리

  1. washthe residual aqueous solution was washed with EtOAc
  2. extractionThe organic phase was re-extracted with water
  3. customThe water was removed

출처 및 근거

ORD 기록
ord-4ef16cc474754dd1840159a1db992fa3
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115114B2

반응 노트

불러오는 중…