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

HRID 586982ノート

反応式

HRID 586982 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-228ad3cd8e0d4f48ac1dcb0387cd6386
出典データセット
uspto-grants-2005_08
特許番号
US06936602B1

反応ノート

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