Sodium Hydroxide → 1-Oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid

HRID 577516노트

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HRID 577516 반응식
[O:1]=[C:2]1[C:11]2[CH:10]=[C:9]([O:12][CH:13]([CH3:15])[CH3:14])[CH:8]=[C:7]([C:16]([O:18]C)=[O:17])[C:6]=2[CH2:5][CH2:4][NH:3]1.[OH-].[Na+]>CO>[O:1]=[C:2]1[C:11]2[CH:10]=[C:9]([O:12][CH:13]([CH3:14])[CH3:15])[CH:8]=[C:7]([C:16]([OH:18])=[O:17])[C:6]=2[CH2:5][CH2:4][NH:3]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 86723679Methyl 1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylate

생성물 1

HCID 867237431-Oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid수율 97%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
50 °C

실험 절차

To a solution of methyl 1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylate (Cpd E, 1.00 g, 3.80 mmol) in MeOH (20 mL) was added NaOH (3.00 mL, 12.0 mmol). The resulting reaction mixture was stirred at 50° C. for 3 hours. Volatiles were removed under vacuum and the resulting residue was dissolved in MeOH (30 mL), and neutralized with 1 M HCl to pH=2˜3. Precipitates were formed, collected by filtration, washed with water, and dried in an oven at 60° C. under vacuum to give 1-oxo-7-(propan-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid (77a, 918 mg, 97%) as a white solid.

후처리

  1. customThe resulting reaction mixture
  2. customVolatiles were removed under vacuum
  3. dissolutionthe resulting residue was dissolved in MeOH (30 mL)
  4. customPrecipitates
  5. customwere formed
  6. filtrationcollected by filtration
  7. washwashed with water
  8. customdried in an oven at 60° C. under vacuum

출처 및 근거

ORD 기록
ord-4ddb1c64adc74c308be39df4cad0f8da
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040515B2

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