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Hydrochloric Acid → 4-Benzyloxy-5,7-dichloroquinoline-2-carboxylic acid

HRID 326651
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HRID 326651 반응식
C[O:2][C:3]([C:5]1[CH:14]=[C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:12]2[C:7](=[CH:8][C:9]([Cl:24])=[CH:10][C:11]=2[Cl:23])[N:6]=1)=[O:4].[OH-].[Na+].Cl>C(O)C.O>[CH2:16]([O:15][C:13]1[C:12]2[C:7](=[CH:8][C:9]([Cl:24])=[CH:10][C:11]=2[Cl:23])[N:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:14]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19735155Methyl 4-benzyloxy-5,7-dichloroquinoline-2-carboxylate

생성물 1

HCID 214789594-Benzyloxy-5,7-dichloroquinoline-2-carboxylic acid수율 82.4%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962
Water
용매

실험 절차

To a suspension of methyl-4-benzyloxy-5,7-dichloroquinoline-2-carboxylate (1.2 g) in ethanol (20 ml) was added a solution of sodium hydroxide (0.53 g) in water (20 ml) and the mixture was stirred at room temperature for 1 h. Hydrochloric acid (11M) was added until pH2 and the resulting precipitate was filtered off, washed with water (20 ml), ethanol (10 ml), diethylether (5 ml) and dried to yield 4-benzyloxy-5,7-dichloroquinoline-2-carboxylic acid (0.95 g). δ (360 MHz, DMSO-d6), 5.49 (2H, s, CH2), 7.40 (3H, m, m,p-ArH), 7.58 (2H, d, o-ArH), 7.71 (1H, s, 3-H), 7.83 (1H, d, 6-H) and 8.81 (1H, d, 8-H).

후처리

  1. filtrationthe resulting precipitate was filtered off
  2. washwashed with water (20 ml), ethanol (10 ml), diethylether (5 ml)
  3. customdried

출처 및 근거

ORD 기록
ord-c0b1b13828fd49ae8fc43ff324c0b428
출처 데이터셋
uspto-grants-1993_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05270309

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