2-Chloroethanol → HCID 86644525, compound

HRID 1283237Notes

Reaction equation

HRID 1283237 reaction equation
[N+]([C:4]1[C:5]([N+]([O-])=O)=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)([O-])=O.C(Cl)[CH2:15][OH:16].ClC(Cl)(Cl)C(O)=[O:21].Cl[C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=1.O=O.[Al](Cl)(CC)CC.[C:41]1(C)[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1>ClC(Cl)=C(Cl)Cl>[CH3:15][O:16][C:29]([CH2:30][CH2:31][CH2:26][CH2:27][CH2:28][CH2:41][CH2:42][CH:43]=[CH:44][CH2:45][CH2:46][CH2:7][CH2:8][CH2:9][CH2:4][CH2:5][C:6]([OH:10])=[O:21])=[O:32]

Participants

9

Reactant 7

HCID 342-ChloroethanolHCID 977OxygenHCID 1140Toluene2×HCID 46844-Chlorophenol2×HCID 61912,3-Dinitrophenol2×HCID 6421Trichloroacetic AcidHCID 7277Diethylaluminum chloride

Product 1

HCID 86644525HCID 86644525, compound

Reagents, catalysts & solvents 1

HCID 31373TetrachloroethyleneSolvent

Procedure

To each of the glass ampoules (A), (B), (C), (D), (E), (F), (G), and (H), which had been thoroughly dried and flushed with nitrogen to replace the air, was added 1 ml of methyl oleate. To the ampoules (A), (B), (C), (D), and (E) was added each 0.05 millimole of (A) tetrachloroethylene, (B) ethylene chlorohydrin, (C) trichloroacetic acid, (D) p-chlorophenol, and (E) dinitrophenol, respectively. To the ampoules (F) and (G) were added 1 ml of oxygen and 0.2 millimole of p-chlorophenol, respectively. To every ampoule was added 2 ml of a toluene solution of WCl6 (0.05 mole/liter) and, after 5 minutes of stirring, 0.6 ml of a toluene solution of (C2H5)2AlCl (0.5 mole/liter). Reaction was carried out at 28°C. for 17 hours. From the ampoules (A)- (H), there was obtained [II] in yields of (A) 12%, (B) 11%, (C) 13%, (D) 16%, (E) 13%, (F) 7%, (G) 11%, and (H) 5%, respectively.

Workup

  1. dry with materialTo each of the glass ampoules (A), (B), (C), (D), (E), (F), (G), and (H), which had been thoroughly dried
  2. customflushed with nitrogen
  3. additionwas added 1 ml of methyl oleate
  4. customReaction
  5. waitwas carried out at 28°C. for 17 hours

Sources & evidence

ORD record
ord-6e9c4471f424429fb1968bab012b8771
Source dataset
uspto-grants-1976_08
Patent number
US03974196

Reaction notes

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