Reaction #552212

ord-84ffbfd3411a4c9fb1011282ff55cb3b

Reaction equation

CCC1Cc2c(C)ccc(NNC(=O)OC)c2O1
6B
CCC1Cc2c(C)ccc(NNC(=O)OC)c2O1
2-(2,3-dihydro-2-ethyl-4-methylbenzofuran-7-yl)hydrazine-carboxylic acid methyl ester
O=C(OO)c1cccc(Cl)c1
MCPBA
COC(=O)NNc1ccc(C)c2c1OC(C)C2
1F
COC(=O)NNc1ccc(C)c2c1OC(C)C2
2-(2,3-dihydro-2,4-dimethylbenzofuran-7-yl)hydrazinecarboxylic acid methyl ester
→
CCC1Cc2c(C)ccc(N=NC(=O)OC)c2O1
(2,3-dihydro-2-ethyl-4-methylbenzofuran-7-yl)diazenecarboxylic acid methyl ester

Reactants

CCC1Cc2c(C)ccc(NNC(=O)OC)c2O1
6B
CCC1Cc2c(C)ccc(NNC(=O)OC)c2O1
2-(2,3-dihydro-2-ethyl-4-methylbenzofuran-7-yl)hydrazine-carboxylic acid methyl ester
O=C(OO)c1cccc(Cl)c1
MCPBA
COC(=O)NNc1ccc(C)c2c1OC(C)C2
1F
COC(=O)NNc1ccc(C)c2c1OC(C)C2
2-(2,3-dihydro-2,4-dimethylbenzofuran-7-yl)hydrazinecarboxylic acid methyl ester

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Other6 was prepared, as a red syrup

Procedure

6 was prepared, as a red syrup by treating 6B with MCPBA, according to the procedure described in Example 1 for preparing 1 from 1F.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04550121uspto-grants-1985_10