Hydrochloric Acid → 1-Cyano-6-methoxy-2-(2-oxo-3-phenylpropyl)-1,2,3,4-tetrahydronaphthalene

HRID 6399

반응식

HRID 6399 반응식
[O:1]=[C:2]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH:3]([CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH3:19])[CH:14]=2)[CH:9]1[C:20]#[N:21])C(OC)=O.[OH-].[Li+].Cl>CO>[C:20]([CH:9]1[C:10]2[C:15](=[CH:14][C:13]([O:18][CH3:19])=[CH:12][CH:11]=2)[CH2:16][CH2:17][CH:8]1[CH2:3][C:2](=[O:1])[CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)#[N:21]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 19793281Methyl 3-oxo-4-phenyl-2-(1-cyano-6-methoxy-1,2,3,4-tetrahydronaphth-2-yl)-butyrate

생성물 1

HCID 197932351-Cyano-6-methoxy-2-(2-oxo-3-phenylpropyl)-1,2,3,4-tetrahydronaphthalene

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methyl 3-oxo-4-phenyl-2-(1-cyano-6-methoxy-1,2,3,4-tetrahydronaphth-2-yl)-butyrate (4.63 g, 12 mmol), from Step 1, was dissolved in 100 mL of methanol and lithium hydroxide (77 mL of a 1.0M solution) was added. The reaction mixture was stirred overnight at ambient temperature and then acidified with 1N aqueous hydrochloric acid solution and extracted with diethyl ether. The ether extract was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The basic ether extract yielded 2.76 (70% yield) of the title compound; MS DCl--NH3M/Z: 337 (M+H)+.

후처리

  1. extractionextracted with diethyl ether
  2. extractionThe ether extract
  3. washwas washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. extractionThe basic ether extract

출처 및 근거

ORD 기록
ord-b7636b58c9434354a2f9df4dde371baa
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05248677

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