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

HRID 1196562ノート

反応式

HRID 1196562 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-18a6a55b3384402b8389ceca493e72ce
出典データセット
uspto-grants-1992_05
特許番号
US05114940

反応ノート

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