Sodium Hydroxide → 6-Carboxy-8-chloro-5-methoxy-1,2,3,4-tetrahydroquinoline

HRID 2074009노트

반응식

HRID 2074009 반응식
[C:1]([C:5]1[C:6]([O:16][CH3:17])=[C:7]2[C:12](=[C:13]([Cl:15])[CH:14]=1)[NH:11][CH2:10][CH2:9][CH2:8]2)([O:3]C)=[O:2].[OH-].[Na+]>CO>[C:1]([C:5]1[C:6]([O:16][CH3:17])=[C:7]2[C:12](=[C:13]([Cl:15])[CH:14]=1)[NH:11][CH2:10][CH2:9][CH2:8]2)([OH:3])=[O:2]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 148832316-Carbomethoxy-8-chloro-5-methoxy-1,2,3,4-tetrahydroquinoline

생성물 1

HCID 148832326-Carboxy-8-chloro-5-methoxy-1,2,3,4-tetrahydroquinoline

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

A mixture of the compound of step 5 above (1.1 g), 10% aqueous NaOH (20 ml) and MeOH (40 ml) is stirred under reflux for 30 minutes. The MeOH is evaporated and the aqueous residue partitioned with CHCl3. The mixture is stirred vigorously, cooled to 0° C. and treated with 10% HCl (28 mls). The aqueous layer is separated and the organic layer is dried and evaporated. The residue is crystallized from ether affording the desired product, M.P. 129°-132° C.

후처리

  1. temperatureunder reflux for 30 minutes
  2. customThe MeOH is evaporated
  3. customthe aqueous residue partitioned with CHCl3
  4. stirringThe mixture is stirred vigorously
  5. additiontreated with 10% HCl (28 mls)
  6. customThe aqueous layer is separated
  7. customthe organic layer is dried
  8. customevaporated
  9. customThe residue is crystallized from ether affording the desired product, M.P. 129°-132° C.

출처 및 근거

ORD 기록
ord-3c2d61108b674c17b1bac65668b3200a
출처 데이터셋
uspto-grants-1990_04
특허 번호
US04920219

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