HCID 67338241, compound → 3-Benzo[1,3]dioxol-5-yl-5-{6-[2-(2-ethoxycarbonyl-ethyl)-3-(3-ethoxycarbonyl-propoxy)-phenyl]-hexyloxy}-benzoic Acid

HRID 1670087Notes

Reaction equation

HRID 1670087 reaction equation
C([O:5][C:6](=[O:51])[C:7]1[CH:12]=[C:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH2:27][CH2:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])[C:21]=2[CH2:35][CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH:10]=[C:9]([C:42]2[CH:50]=[CH:49][C:45]3[O:46][CH2:47][O:48][C:44]=3[CH:43]=2)[CH:8]=1)(C)(C)C>C(O)(C(F)(F)F)=O.ClCCl>[O:46]1[C:45]2[CH:49]=[CH:50][C:42]([C:9]3[CH:8]=[C:7]([CH:12]=[C:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]4[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH2:27][CH2:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])[C:21]=4[CH2:35][CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH:10]=3)[C:6]([OH:51])=[O:5])=[CH:43][C:44]=2[O:48][CH2:47]1

Participants

4

Reactant 1

HCID 67338241HCID 67338241, compound

Product 1

HCID 673383433-Benzo[1,3]dioxol-5-yl-5-{6-[2-(2-ethoxycarbonyl-ethyl)-3-(3-ethoxycarbonyl-propoxy)-phenyl]-hexyloxy}-benzoic AcidYield 99.2%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

3-Benzo[1,3]dioxol-5-yl-5-{6-[2-(2-ethoxycarbonyl-ethyl)-3-(3-ethoxycarbonyl-propoxy)-phenyl]-hexyloxy}-benzoic acid tert-butyl ester (6.9 g) was dissolved in a mixture of TFA and dichloromethane (1:1, 50 mL) and stirred at room temperature overnight. The solvents were removed under reduced pressure and the crude material was purified on a silica gel column using ethyl acetate and hexanes to yield the title compound (6.3 g, 99% yield).

Workup

  1. customThe solvents were removed under reduced pressure
  2. customthe crude material was purified on a silica gel column

Sources & evidence

ORD record
ord-733d75019d6e4033968d846bb49fb774
Source dataset
uspto-grants-2011_08
Patent number
US07989454B2

Reaction notes

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