Pyridine → HCID 54422056、化合物

HRID 279910

反応式

HRID 279910 の反応式
N1C=CC=CC=1.[C:7]([O:15][CH:16]([CH2:36][O:37][C:38](=[O:54])[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53])[CH2:17][O:18][C:19](=[O:35])[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][CH3:34])(=[O:14])[CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12].S(Cl)(Cl)=O.[CH:59]1[C:64]([Cl:65])=[CH:63][C:62](O)=[C:61]([O:67][C:68]2[CH:69]=[CH:70][C:71]([Cl:75])=[CH:72][C:73]=2[Cl:74])[CH:60]=1>C1CCCCC1>[C:11]([O:13][C:62]1[CH:63]=[C:64]([Cl:65])[CH:59]=[CH:60][C:61]=1[O:67][C:68]1[CH:69]=[CH:70][C:71]([Cl:75])=[CH:72][C:73]=1[Cl:74])(=[O:12])[CH2:10][CH2:9][CH2:8][C:7]([O:15][CH:16]([CH2:36][O:37][C:38](=[O:54])[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53])[CH2:17][O:18][C:19](=[O:35])[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][CH3:34])=[O:14]

参加物

6

反応物 4

HCID 1049Pyridine2 回HCID 5564TriclosanHCID 24386Thionyl ChlorideHCID 233229032-Hexadecanoyloxy-1-(hexadecanoyloxymethyl)ethyl hydrogen glutarate

生成物 1

HCID 54422056HCID 54422056、化合物

試薬・触媒・溶媒 1

HCID 8078Cyclohexane溶媒3 回

反応条件

温度
35 °C

実験手順

A mixture of cyclohexane (60 ml.), pyridine (1.43 ml.) and 2-hexadecanoyloxy-1-(hexadecanoyloxymethyl)ethyl hydrogen glutarate (B) (11.0 g.) was warmed to 35° C. The solution obtained was added dropwise during 45 minutes to a stirred solution of thionyl chloride (1.23 ml.) in cyclohexane (25 ml.) at 35° C. The mixture was then stirred for a further 1.5 hours at 35° C., cooled to 15° C. and a solution of triclosan (4.68 g.) and pyridine (1.56 ml.) in cyclohexane (20 ml.) added during 15 minutes. The mixture was stirred at ambient temperature for 16 hours, warmed to 35° C. and washed first with 0.5 M hydrochloric acid (100 ml.) and then with water (3×100 ml.), also heated to 35° C. The mixture was then dried (MgSO4) and evaporated to give 5-chloro-2-(2,4-dichlorophenoxy)phenyl 2-hexadecanoyloxy-1-(hexadecanoyloxymethyl)ethyl glutarate as a white solid, m.p. 44°-46° C., identical with the material obtained in Example 4 as judged by its NMR and mass spectral properties.

後処理

  1. customThe solution obtained
  2. temperaturecooled to 15° C.
  3. stirringThe mixture was stirred at ambient temperature for 16 hours
  4. temperaturewarmed to 35° C.
  5. washwashed first with 0.5 M hydrochloric acid (100 ml.)
  6. temperaturewith water (3×100 ml.), also heated to 35° C
  7. dry with materialThe mixture was then dried (MgSO4)
  8. customevaporated

出典と根拠

ORDレコード
ord-b9c7435022e044fba33b4ced42b2f2cc
出典データセット
uspto-grants-1986_05
特許番号
US04587262

関連ノート

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