HCID 53898172, compound → HCID 23297271, compound

HRID 1953358Notes

Reaction equation

HRID 1953358 reaction equation
C([O:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23][C:24]([CH:26]3[CH2:35][CH2:34][C:33]4[C:28](=[CH:29][CH:30]=[C:31]([O:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])[CH:32]=4)[CH2:27]3)=[O:25])=[CH:19][CH:18]=2)=[CH:13][C:12]=1[F:47])=[O:10])C1C=CC=CC=1.[H][H]>[Pd].C1COCC1>[CH2:37]([O:36][C:31]1[CH:32]=[C:33]2[C:28](=[CH:29][CH:30]=1)[CH2:27][CH:26]([C:24]([O:23][C:20]1[CH:19]=[CH:18][C:17]([C:14]3[CH:15]=[CH:16][C:11]([C:9]([OH:10])=[O:8])=[C:12]([F:47])[CH:13]=3)=[CH:22][CH:21]=1)=[O:25])[CH2:35][CH2:34]2)[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46]

Participants

5

Reactant 2

HCID 53898172HCID 53898172, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23297271HCID 23297271, compoundYield 96.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Into a mixture of 4.19 g (6.59 mmol) of the 4'-(6-decyloxy-1,2,3,4-tetrahydro-2-naphthalenecarbonyloxy)-3-fluoro-4-biphenylcarboxylic acid benzyl ester obtained in the fourth stage and 50 ml of a THF solution containing 0.838 g of 5% palladium/carbon was blown hydrogen gas with stirring for 3 days. The reaction mixture was filtered, and the filtrate thus obtained was concentrated to obtain 3.48 g (6.37 mmol) of 4'-(6-decyloxy-1,2,3,4-tetrahydro-2-naphthalenecarbonyloxy)-3-fluoro-4-biphenyl carboxylic acid as a white solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate thus obtained
  3. concentrationwas concentrated

Sources & evidence

ORD record
ord-43d1ea3943454f0c8551258366e052ac
Source dataset
uspto-grants-2000_09
Patent number
US06117359

Reaction notes

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