Dichloromethane → HCID 178491912, compound

HRID 2210824Notes

Reaction equation

HRID 2210824 reaction equation
[Br:1]C1C=CC(OC)=CC=1.[Mg:10].C(Cl)Cl.Cl[C:15]1[CH:16]=[C:17]2[C:28](=[CH:29][CH:30]=1)C1C3CCC(CC1C2=O)N3C.[O:32]1[CH2:36]CCC1>>[CH3:36][O:32][C:15]1[CH:16]=[CH:17][C:28]([Mg:10][Br:1])=[CH:29][CH:30]=1

Participants

6

Reactant 5

HCID 6344Dichloromethane2×HCID 77304-BromoanisoleHCID 8028TetrahydrofuranHCID 5462224MagnesiumHCID 19377743HCID 19377743, compound

Product 1

HCID 178491912HCID 178491912, compound

Conditions

Temperature
-50 °C

Procedure

A solution of p-methoxyphenyl magnesium bromide was prepared from p-bromo-anisole (18.5 g) and magnesium (2.5 g)in tetrahydrofuran (50 ml). The solution was cooled to -40° to -50° C. and methylene chloride (25 ml) was added followed by a solution of 7-chloro- 1,2,3,4,4a,9b-hexahydro-2-methyl-5H-1,3-ethanoindeno-[1,2-c]pyridin-5-one (9.16 g) (compound (2))in methylene chloride (40 ml). The solution was stirred first at -50° C. then overnight at 0° C.

Workup

  1. temperatureThe solution was cooled to -40° to -50° C.
  2. customovernight
  3. customat 0° C.

Sources & evidence

ORD record
ord-4d71f24b5fe74135a8a5ae0750e6585a
Source dataset
uspto-grants-1995_10
Patent number
US05461057

Reaction notes

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