1-Iodooctadecane → HCID 20218649、化合物

HRID 235712

反応式

HRID 235712 の反応式
[OH:1][CH2:2][CH:3]([NH:12][C:13](=[O:15])[CH3:14])[CH2:4][O:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][O:7]1.[H-].[Na+].[CH2:18](I)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]>CN(C)C=O.O1CCCC1.CCOCC>[CH2:35]([O:1][CH2:2][CH:3]([NH:12][C:13](=[O:15])[CH3:14])[CH2:4][O:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][O:7]1)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH3:18]

参加物

7

反応物 3

HCID 124021-IodooctadecaneHCID 24758Sodium hydrideHCID 20219052N-[1-(hydroxymethyl)-2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl]acetamide

生成物 1

HCID 20218649HCID 20218649、化合物収率 34.1%

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of about 10.85 g of N-[1-(hydroxymethyl)-2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl]acetamide in about 240 ml of dry dimethylformamide was added dropwise to a suspension of about 3.12 g of about 50% sodium hydride (pre-washed with anhydrous ether). After stirring about one hour a solution of about 22.8 g of octadecyl iodide in about 150 ml of tetrahydrofuran was added, stirring was continued for about 24 hours, then the mixture was diluted with ether and washed with a minimum amount of brine. The organic layer was dried, the solvents evaporated and the crude material purified by chromatography on silica gel, eluting with ethyl acetate:hexane:ethanol (about 1:1:0.2), giving about 8 g of the desired title compound, mp 52°-55° C.

後処理

  1. additionwas added
  2. washwashed with a minimum amount of brine
  3. customThe organic layer was dried
  4. customthe solvents evaporated
  5. customthe crude material purified by chromatography on silica gel
  6. washeluting with ethyl acetate

出典と根拠

ORDレコード
ord-ad0c1099a691405d99372083342fd252
出典データセット
uspto-grants-1987_02
特許番号
US04640913

関連ノート

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