Triethylamine → 7-(2-Quinolinylmethoxy)heptan-1-ol

HRID 1196562노트

반응식

HRID 1196562 반응식
[CH2:1]([OH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][OH:8].[Na].Cl.Cl[CH2:13][C:14]1[CH:23]=[CH:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[N:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:22]=[CH:23][C:14]=1[CH2:13][O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:1][OH:9]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 123811,7-HeptanediolHCID 30838232-(Chloromethyl)quinoline hydrochlorideHCID 5360545Sodium

생성물 1

HCID 198986807-(2-Quinolinylmethoxy)heptan-1-ol

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

1,7-Heptanediol (ex Lancaster) (1.7 g) was reacted with sodium (0.24 g) in toluene (50 ml) as in Stage A(ii). 2-Chloromethylquinoline hydrochloride (ex Aldrich) was added followed by triethylamine (0.7 ml). After heating under reflux for 6 hours, the reaction mixture was partitioned between water and diethyl ether and the organic phase washed with brine and dried. The crude material was purified by chromatography on silica (eluting with ether-hexane) to give 7-(2-quinolinylmethoxy)heptan-1-ol (0.43 g) which was used in Stage b.

후처리

  1. temperatureAfter heating
  2. temperatureunder reflux for 6 hours
  3. customthe reaction mixture was partitioned between water and diethyl ether
  4. washthe organic phase washed with brine
  5. customdried
  6. customThe crude material was purified by chromatography on silica (eluting with ether-hexane)

출처 및 근거

ORD 기록
ord-18a6a55b3384402b8389ceca493e72ce
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05114940

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