Hydrochloric Acid → 1-Allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylic acid

HRID 586982노트

반응식

HRID 586982 반응식
[CH2:1]([N:4]1[C:10]2[CH:11]=[CH:12][C:13]([Br:15])=[CH:14][C:9]=2[CH:8]=[C:7]([C:16]([O:18]CC=C)=[O:17])[CH2:6][CH2:5]1)[CH:2]=[CH2:3].N1CCOCC1.O.Cl>O1CCCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH2:1]([N:4]1[C:10]2[CH:11]=[CH:12][C:13]([Br:15])=[CH:14][C:9]=2[CH:8]=[C:7]([C:16]([OH:18])=[O:17])[CH2:6][CH2:5]1)[CH:2]=[CH2:3]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8083MorpholineHCID 22329223Allyl 1-allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylate

생성물 1

HCID 223292791-Allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylic acid수율 99.9%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of allyl 1-allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylate (224 mg) in tetrahydrofuran (10 ml) were added tetrakistriphenylphosphinepalladium (74 mg) and morpholine (560 mg), and the mixture was stirred under argon atmosphere at room temperature for 2 hours. To the mixture was added water at 0° C., and the mixture was made acidic (pH=4) with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, further with water and saturated brine and dried with magnesium sulfate. The solvent was evaporated under reduced pressure to give 1-allyl-7-bromo-2,3-dihydro-1-benzazepine-4-carboxylic acid (198 mg) as yellow amorphous.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with 1N hydrochloric acid, further with water and saturated brine
  3. dry with materialdried with magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-228ad3cd8e0d4f48ac1dcb0387cd6386
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936602B1

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