Diethylaminopropyl chloride, hydrochloride → HCID 21264536、化合物

HRID 567077ノート

反応式

HRID 567077 の反応式
[CH3:1][C:2]1([CH3:19])[CH2:11][CH:10]([N:12]([CH3:17])[S:13]([CH3:16])(=[O:15])=[O:14])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([OH:18])[CH:8]=2)[O:3]1.Cl.[CH2:21]([N:23]([CH2:26][CH2:27][CH2:28]Cl)[CH2:24][CH3:25])[CH3:22]>CN(C=O)C.CC(=O)OCC>[CH2:21]([N:23]([CH2:24][CH3:25])[CH2:26][CH2:27][CH2:28][O:18][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[O:3][C:2]([CH3:19])([CH3:1])[CH2:11][CH:10]2[N:12]([CH3:17])[S:13]([CH3:16])(=[O:15])=[O:14])[CH3:22]

参加物

5

反応物 2

HCID 145749Diethylaminopropyl chloride, hydrochlorideHCID 21264510HCID 21264510、化合物

生成物 1

HCID 21264536HCID 21264536、化合物収率 48.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

0.7g (2.5 mmol) of N-[2,2-dimethyl-6-hydroxychroman-4-yl]-N-methylmethanesulfonamide (Example 15b) was stirred at RT for 1 h with 1.6 g (5.2 mmol) of phosphazene base [tert-butylimino-tri(pyrrolidino)phosphorane] in 2.5 ml of DMF. 0.48 g (2.6 mmol) of diethylaminopropyl chloride hydrochloride was then added and the mixture was heated to 100° C. for 8 h. After stripping off the solvent in vacuo, the residue was taken up in EA and the mixture was washed with water. After drying over magnesium sulfate and chromatography through a short silica gel column, 0.48 g of N-[6-(3-diethylaminopropoxy)-2,2-dimethylchroman-4-yl]-N-methylmethanesulfonamide was obtained as a glassy solid.

後処理

  1. washthe mixture was washed with water
  2. dry with materialAfter drying over magnesium sulfate and chromatography through a short silica gel column

出典と根拠

ORDレコード
ord-25179f47bb974260b619b11519bb55fb
出典データセット
uspto-grants-2001_01
特許番号
US06177449B1

反応ノート

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