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Hydrochloric Acid → 1-(3-(10,11-Dihydro-5h-dibenzo[b,f]azepin-5-yl)-1-propyl)-3-pyrrolidinacetic acid

HRID 863560
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HRID 863560 반응식
C[O:2][C:3](=[O:28])[CH2:4][CH:5]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][CH2:12][N:13]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[CH2:17][CH2:16][C:15]3[CH:24]=[CH:25][CH:26]=[CH:27][C:14]2=3)[CH2:6]1.[OH-].[Na+].Cl>C(O)C>[CH:24]1[C:15]2[CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[N:13]([CH2:12][CH2:11][CH2:10][N:7]3[CH2:8][CH2:9][CH:5]([CH2:4][C:3]([OH:28])=[O:2])[CH2:6]3)[C:14]=2[CH:27]=[CH:26][CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2회HCID 536769941-(3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-1-propyl)-3-pyrrolidinacetic acid methyl ester

생성물 1

HCID 187993221-(3-(10,11-Dihydro-5h-dibenzo[b,f]azepin-5-yl)-1-propyl)-3-pyrrolidinacetic acid수율 5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The above ester (0.85 g, 0.0022 mol) was dissolved in ethanol (6 ml) and 0.5N NaOH was added. By continued addition of 0.25N NaOH pH was kept at approximately 12 for 3 days. Dilute HCl (approx. 1N) was added until pH=7, and the solvent was evaporated in vacuo. The residue was purified by column chromatography on silica gel (50 g) using a mixture of dichloromethane, methanol and acetic acid (20:2:1) as eluent. The product fractions were stripped with dichloromethane, affording 0.04 g (3.8%) of 1-(3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-1-propyl)-3-pyrrolidinacetic acid as an amorphous product.

후처리

  1. customthe solvent was evaporated in vacuo
  2. customThe residue was purified by column chromatography on silica gel (50 g)
  3. additiona mixture of dichloromethane, methanol and acetic acid (20:2:1) as eluent

출처 및 근거

ORD 기록
ord-e1536eb6faa14e50bd788bb08c676fe7
출처 데이터셋
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05721254

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