Bis(2-chloroethyl) ether → Ethyl 1-(3-benzyloxy-5-fluorophenyl)cyclopentane-1-carboxylate

HRID 1108058Notes

Reaction equation

HRID 1108058 reaction equation
C(OC1C=C(CC(OCC)=O)C=C(F)C=1)C1C=CC=CC=1.[CH2:22]([O:29][C:30]1[CH:31]=[C:32]([C:37]2([C:43]([O:45][CH2:46][CH3:47])=[O:44])[CH2:42][CH2:41]O[CH2:39][CH2:38]2)[CH:33]=[C:34]([F:36])[CH:35]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.ClCCOCCCl>>[CH2:22]([O:29][C:30]1[CH:31]=[C:32]([C:37]2([C:43]([O:45][CH2:46][CH3:47])=[O:44])[CH2:38][CH2:39][CH2:41][CH2:42]2)[CH:33]=[C:34]([F:36])[CH:35]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 3

HCID 8115Bis(2-chloroethyl) etherHCID 18786326ethyl 4-(3-benzyloxy-5-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylateHCID 18786372Ethyl 3-benzyloxy-5-fluorophenylacetate

Product 1

HCID 18786354Ethyl 1-(3-benzyloxy-5-fluorophenyl)cyclopentane-1-carboxylate

Procedure

The titled compound was prepared from ethyl 3-benzyloxy-5-fluorophenylacetate according to the preparation of ethyl 4-(3-benzyloxy-5-fluorophenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate except substituting 1,4-dibromobutane for bis-(2-chloroethyl) ether.

Sources & evidence

ORD record
ord-de645c923b704694a39dee0d8282fa24
Source dataset
uspto-grants-2000_05
Patent number
US06063928

Reaction notes

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