Triethylamine → (2-Bromoethyl)phosphonochloridic acid

HRID 235699ノート

反応式

HRID 235699 の反応式
P(Cl)(Cl)(Cl)(Cl)[Cl:2].[Br:7][CH2:8][CH2:9][P:10](=[O:13])([OH:12])[OH:11].[CH2:14]([O:21][CH:22]([CH2:25][O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[CH2:23][OH:24])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N(CC)CC)C>C(O)C.C(Cl)(Cl)Cl.C1(C)C=CC=CC=1>[Br:7][CH2:8][CH2:9][P:10]([Cl:2])(=[O:13])[OH:11].[CH2:27]([O:26][CH2:25][CH:22]([O:21][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:23][O:24][P:10]([CH2:9][CH2:8][Br:7])(=[O:11])[O-:12])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44]

参加物

9

反応物 4

HCID 8471TriethylamineHCID 24819Phosphorus pentachlorideHCID 3613627(2-Bromoethyl)phosphonic AcidHCID 131165252-(Benzyloxy)-3-(octadecyloxy)propan-1-OL

生成物 2

HCID 53742859(2-Bromoethyl)phosphonochloridic acidHCID 86741267Mono[3-(octadecyloxy)-2-(benzyloxy)propyl](2-bromoethyl)phosphonate

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 1140Toluene溶媒HCID 6212Chloroform溶媒

反応条件

温度
10 °C

実験手順

(2-Bromoethyl)phosphonic acid monochloride was prepared from phosphorous pentachloride and (2-bromoethyl)phosphonic acid according to E. Baer and N. Z. Stanacey, J. BIOL. CHEM., 10: 3754 (1965). A portion of this reagent was dissolved in about 50 ml of anhydrous, ethanol-free chloroform, cooled in an ice-water bath to about 10° C. To this was added a portion of 2-(benzyloxy)-3-(octadecyloxy)-1-propanol and about 3.0 ml of dry triethylamine in about 50 ml of dry chloroform, under argon, with stirring over a period of one hour. The reaction was allowed to stand at room temperature about 48 hours, then was refrigerated at about 0° C. overnight and then taken to dryness. The residue was dissolved in toluene, filtered and the filtrate taken to dryness. The residue was extracted with ether, giving the desired title compound as a pale yellow syrup.

後処理

  1. waitto stand at room temperature about 48 hours
  2. waitwas refrigerated at about 0° C. overnight
  3. filtrationfiltered
  4. extractionThe residue was extracted with ether

出典と根拠

ORDレコード
ord-c4b9ec15d7b845b1a5b6298575ec4a95
出典データセット
uspto-grants-1987_02
特許番号
US04640913

反応ノート

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