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(1-Cyanocyclohexyl)acetic acid → Gabapentin

HRID 974435
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HRID 974435 반응식
[C:1]([C:3]1([CH2:9][C:10]([OH:12])=[O:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)#[N:2].[H][H]>CO.[C].[Rh]>[CH2:6]1[CH2:5][CH2:4][C:3]([CH2:1][NH2:2])([CH2:9][C:10]([OH:12])=[O:11])[CH2:8][CH2:7]1
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참가 물질

5

반응물 2

HCID 11073797(1-Cyanocyclohexyl)acetic acidHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 3446Gabapentin수율 65.1%

시약·촉매·용매 2

HCID 178503043HCID 178503043, 화합물촉매HCID 887Methanol용매

실험 절차

A solution of 3 g (1-cyanocyclohexyl)-acetic acid in 10.5 mL methanol is hydrogenated at 10 bar hydrogen pressure and 30° C. in the presence of rhodium-carbon (5%) over a period of five hours. The reaction mixture is filtered and the filtrate evaporated on a rotary evaporator at 30° C. The crystalline residue is stirred with isopropanol and the crystallizate is filtered off with suction and dried to constant weight in a vacuum drying cabinet at 30° C. 2.0 g of the title compound are obtained (65.2% of theory); m.p. 152° C.

후처리

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate evaporated on a rotary evaporator at 30° C
  3. filtrationthe crystallizate is filtered off with suction
  4. customdried to constant weight in a vacuum
  5. customdrying cabinet at 30° C

출처 및 근거

ORD 기록
ord-07919c189aa1474ca048abd3b9bb8a87
출처 데이터셋
uspto-grants-1991_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05068413

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