Benzene → Hydrochloride 2-phenyl-2-(3-pyridyl)-2-morpholinoethylbutyronitrile

HRID 328326노트

반응식

HRID 328326 반응식
[NH2-].[Na+].[CH:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]1([CH:15]([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)[C:16]#[N:17])[CH:14]=CC=[CH:11][CH:10]=1.[O:24]1[CH2:29][CH2:28][N:27](CC[Cl:32])[CH2:26][CH2:25]1>C1(C)C(C)=CC=CC=1>[C:3]1([C:15]([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)([CH:9]([CH2:10][CH2:11][N:27]2[CH2:28][CH2:29][O:24][CH2:25][CH2:26]2)[CH3:14])[C:16]#[N:17])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[ClH:32]

참가 물질

6

반응물 4

HCID 241Benzene2회HCID 24533Sodium amideHCID 767274-(2-Chloroethyl)morpholineHCID 270956Phenyl(pyridin-3-yl)acetonitrile

생성물 1

HCID 68117851Hydrochloride 2-phenyl-2-(3-pyridyl)-2-morpholinoethylbutyronitrile

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

To a stirred suspension of 7 parts of sodamide in 90 parts of benzene maintained at 30°-35° C there is added a solution of α-phenyl-3-pyridylacetonitrile, described in U.S. Pat. No. 3,225,054 in 70 parts of benzene. The mixture is then refluxed for 1 hour, cooled and treated by portionwise addition with one equivalent of 2-morpholinoethyl chloride (J. Chem. Soc. pp 505, 1949) in 45 parts of xylene at 30°-40° C. The resulting mixture is refluxed for 2 hours, cooled, filtered and extracted with dilute hydrochloric acid. The acid extract is rendered alkaline and extracted with ether. The ether extract is treated with gaseous hydrogen chloride to yield the hydrochloride 2-phenyl-2-(3-pyridyl)-2-morpholinoethylbutyronitrile.

후처리

  1. temperaturemaintained at 30°-35° C
  2. temperatureThe mixture is then refluxed for 1 hour
  3. temperaturecooled
  4. customat 30°-40° C
  5. temperatureThe resulting mixture is refluxed for 2 hours
  6. temperaturecooled
  7. filtrationfiltered
  8. extractionextracted with dilute hydrochloric acid
  9. extractionThe acid extract
  10. extractionextracted with ether
  11. extractionThe ether extract
  12. additionis treated with gaseous hydrogen chloride

출처 및 근거

ORD 기록
ord-af5a1698281d46799a851fb2ca2870b1
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04017491

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