Sodium Bicarbonate → 2-carboxy-8-(4-(quinolin-2-ylmethoxy)phenoxymethyl)-4-oxo-4H-1-benzopyran

HRID 1090786노트

반응식

HRID 1090786 반응식
[C:1]([C:6]1[O:7][C:8]2[C:16]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]4[CH:36]=[CH:35][C:34]5[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=5)[N:28]=4)=[CH:21][CH:20]=3)=[CH:15][CH:14]=[CH:13][C:9]=2[C:10](=[O:12])[CH:11]=1)([O:3]CC)=[O:2].C(=O)(O)[O-].[Na+]>C(O)C.O>[C:1]([C:6]1[O:7][C:8]2[C:16]([CH2:17][O:18][C:19]3[CH:20]=[CH:21][C:22]([O:25][CH2:26][C:27]4[CH:36]=[CH:35][C:34]5[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=5)[N:28]=4)=[CH:23][CH:24]=3)=[CH:15][CH:14]=[CH:13][C:9]=2[C:10](=[O:12])[CH:11]=1)([OH:3])=[O:2]

참가 물질

5

반응물 2

HCID 516892Sodium BicarbonateHCID 19913843HCID 19913843, 화합물

생성물 1

HCID 148423732-carboxy-8-(4-(quinolin-2-ylmethoxy)phenoxymethyl)-4-oxo-4H-1-benzopyran수율 61.7%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

0.74 g of 2-carboethoxy-8-(4-(quinoline-2-ylmethoxy)phenoxymethyl)-4-oxo-4H-1-benzopyran and 0.7 g sodium bicarbonate are combined in 50 ml of ethanol and 5 ml of water. After refluxing for 1.5 hours the mixture is concentrated and the residue diluted with ether. The resulting solid is collected, suspended in water and the pH adjusted to 6 with 1 molar hydrochloric acid. The resulting solid is crystallized from aqueous acetic acid, then tetrahydrofuran/hexane to give 0.43 g 2-carboxy-8-(4- (quinolin-2-ylmethoxy)phenoxymethyl)-4-oxo-4H-1-benzopyran; m.p. 221°-24° C.

후처리

  1. temperatureAfter refluxing for 1.5 hours the mixture
  2. concentrationis concentrated
  3. additionthe residue diluted with ether
  4. customThe resulting solid is collected
  5. customThe resulting solid is crystallized from aqueous acetic acid

출처 및 근거

ORD 기록
ord-d50b8d91f5c4412b8e38e27725015535
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05082849

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