Acetone → Benzophenone oxime

HRID 866719Notes

Reaction equation

HRID 866719 reaction equation
O(C(OC1C=CC=CC=1)Cl)C1C=CC=CC=1.C1(C)C=CC=CC=1.CC(C)=O.O([C:35]1([CH:56]=[CH:55][CH:54]=[CH:53][CH:52]1C)[C:36](=[N:50][OH:51])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1OC1C=CC=CC=1)C1C=CC=CC=1>CCOCC>[C:36](=[N:50][OH:51])([C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1)[C:35]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 1140TolueneHCID 133499351,1'-[(Chloromethylene)bis(oxy)]dibenzeneHCID 131711152HCID 131711152, compound

Product 1

HCID 11324Benzophenone oximeYield 76%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

are reacted in each case with 5 g of diphenoxy chloromethane. By a thin-layer chromatographic process (silica gel plates, 9:1 mixture of toluene and acetone as the eluant), practically uniform, oily crude products are obtained, viz. the following diphenoxy-methyloxime ethers: (a) Compound No. 86 (yield: 77% of theoretical), (b) Compound No. 87 (yield: 92% of theoretical), (c) Compound No. 88 (yield: 86% of theoretical), and d) the o-diphenoxy-methyl-benzophenone-oxime designated as Compound No. 89 (yield: 76% of theoretical) which is obtained by recrystallization of the crude product from ether and has a melting point of 89°-90° C.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-9f31bdeaa8e248f6a75cf5d87cba21cc
Source dataset
uspto-grants-1978_07
Patent number
US04101323

Reaction notes

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