Potassium Carbonate → (S)-3-hydroxy-1-(3-pyrrolidinophenethyl)pyrrolidine

HRID 2251905ノート

反応式

HRID 2251905 の反応式
[N:1]1([C:6]2[CH:7]=[C:8]([CH:32]=[CH:33][CH:34]=2)[CH2:9][CH2:10][N:11]2[CH2:15][CH2:14][CH2:13][C@@H:12]2CN2C3C=CC=CC=3COC3C=CC=CC2=3)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.N1CC[C@H]([OH:41])C1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[OH:41][C@H:13]1[CH2:14][CH2:15][N:11]([CH2:10][CH2:9][C:8]2[CH:32]=[CH:33][CH:34]=[C:6]([N:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)[CH:7]=2)[CH2:12]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 12990604(r)-5,11-Dihydro-5-[1-(3-pyrrolidinophenethyl)pyrrolidin-2-ylmethyl]dibenzo[b,e][1,4]oxazepineHCID 22309122(S)-3-Hydroxypyrrolidine hydrochloride

生成物 1

HCID 69199429(S)-3-hydroxy-1-(3-pyrrolidinophenethyl)pyrrolidine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
100 °C

実験手順

3-Pyrrolidinophenethyl mesylate (1.80 g, 4.00 mmol) synthesized in Example 21, (S)-3-pyrrolidinol hydrochloride (0.50 g, 4.05 mmol) and potassium carbonate (1.70 g, 12.3 mmol) were added to acetonitrile (20 ml), and they were heated at 100° C. for 12 hours. Acetonitrile was evaporated under reduced pressure, and the residue was distributed into water and ethyl acetate. The intended product was extracted from the ethyl acetate layer with 1 M hydrochloric acid. The extract was neutralized and then the product was extracted with ethyl acetate. The organic layer was dried and the solvent was evaporated under reduced pressure to obtain (S)-3-hydroxy-1-(3-pyrrolidinophenethyl)pyrrolidine in the form of a light yellow solid (1.04 g, 100%).

後処理

  1. customAcetonitrile was evaporated under reduced pressure
  2. extractionThe intended product was extracted from the ethyl acetate layer with 1 M hydrochloric acid
  3. extractionthe product was extracted with ethyl acetate
  4. customThe organic layer was dried
  5. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-7e676270ee5947caa3b5646c02022d38
出典データセット
uspto-grants-2008_01
特許番号
US07320973B2

反応ノート

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