Ethyl bromoacetate → ethyl 1-[(5,6-dichloro-9a-methyl-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]cyclopentane-1-carboxylate

HRID 223797Notes

Reaction equation

HRID 223797 reaction equation
ClC1C(Cl)=C(O)C=C2C=1C1C(CC)(C2)CCC(=O)C=1.BrCC(OCC)=O.[Cl:27][C:28]1[C:40]([Cl:41])=[C:39]([OH:42])[CH:38]=[C:37]2[C:29]=1[C:30]1[C:35]([CH3:43])([CH2:36]2)[CH2:34][CH2:33][C:32](=[O:44])[CH:31]=1.Br[C:46]1([C:51]([O:53][CH2:54][CH3:55])=[O:52])[CH2:50][CH2:49][CH2:48][CH2:47]1>>[Cl:27][C:28]1[C:40]([Cl:41])=[C:39]([O:42][C:46]2([C:51]([O:53][CH2:54][CH3:55])=[O:52])[CH2:50][CH2:49][CH2:48][CH2:47]2)[CH:38]=[C:37]2[C:29]=1[C:30]1[C:35]([CH3:43])([CH2:36]2)[CH2:34][CH2:33][C:32](=[O:44])[CH:31]=1

Participants

5

Reactant 4

HCID 7748Ethyl bromoacetateHCID 128069355,6-dichloro-9a-ethyl-7-hydroxy-1,2,9,9a-tetrahydro-3H-fluoren-3-oneHCID 136133345,6-dichloro-7-hydroxy-9a-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-oneHCID 15301050Ethyl 1-bromocyclopentane-1-carboxylate

Product 1

HCID 20520807ethyl 1-[(5,6-dichloro-9a-methyl-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]cyclopentane-1-carboxylate

Procedure

Carrying out a reaction as described in Example 1, Step D, except that the 5,6-dichloro-9a-ethyl-7-hydroxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one and ethyl bromoacetate are replaced by equimolar quantities of 5,6-dichloro-7-hydroxy-9a-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one and ethyl 1-bromocyclopentane-1-carboxylate, there is obtained ethyl 1-[(5,6-dichloro-9a-methyl-3-oxo-1,2,9,9a-tetrahydro-3H-fluoren-7-yl)oxy]cyclopentane-1-carboxylate.

Workup

  1. customCarrying out a reaction

Sources & evidence

ORD record
ord-e972c104205a4c6186e58e6af2fb3a30
Source dataset
uspto-grants-1982_10
Patent number
US04356313

Reaction notes

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