Sodium hydride → HCID 58409942, 화합물

HRID 1844877노트

반응식

HRID 1844877 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1O[C:15](=O)[C:14]([C:18]#[N:19])=[C:13]([N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[CH:12]=1.[H-].[Na+]>C1COCC1>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[C:12]2[CH2:11][C:2]3[C:1](=[CH:10][CH:5]=[CH:4][CH:3]=3)[C:15]=2[C:14]([C:18]#[N:19])=[C:13]([N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[CH:12]=1

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 110888242H-Pyran-3-carbonitrile, 6-(2-naphthalenyl)-2-oxo-4-(1-piperidinyl)-

생성물 1

HCID 58409942HCID 58409942, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 6-(naphthalen-2-yl)-2-oxo-4-(piperidin-1-yl)-2H-pyran-3-carbonitrile (330 mg), indanone-1 (132 mg) and NaH (39 mg) in THF was stirred for <5 min. After completion, the reaction solvent was evaporated under vacuum to dryness and crude, solid was quenched with ice water and subsequently neutralized with dil. HCl, finally purified by column chromatography using ethylacetate-hexane as eluent. White solid; mp 136-138° C.; ESIMS 401 (M++1); IR (KBr) 2214 cm−1 (CN); HRMS calcd. for C2H24N2 400.1940 Found 400.1939.

후처리

  1. customAfter completion, the reaction solvent was evaporated under vacuum to dryness and crude, solid
  2. customwas quenched with ice water
  3. customfinally purified by column chromatography

출처 및 근거

ORD 기록
ord-09ab6418a39d4d54b008c011ecc69b57
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946682B2

반응 노트

불러오는 중…