Hydrochloric Acid → HCID 117965908, compound

HRID 2170938Notes

Reaction equation

HRID 2170938 reaction equation
N1CCOCC1.[Br:7][C:8]1[CH:16]=[CH:15][C:14]([F:17])=[C:13]2[C:9]=1[CH2:10][CH2:11][C@H:12]2[O:18][C:19]1[CH:31]=[CH:30][C:22]2[C@H:23]([CH2:26][C:27]([OH:29])=[O:28])[CH2:24][O:25][C:21]=2[CH:20]=1.Cl>CCO.O>[Br:7][C:8]1[CH:16]=[CH:15][C:14]([F:17])=[C:13]2[C:9]=1[CH2:10][CH2:11][C@H:12]2[O:18][C:19]1[CH:31]=[CH:30][C:22]2[C@H:23]([CH2:26][C:27]([OH:29])=[O:28])[CH2:24][O:25][C:21]=2[CH:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 117965907HCID 117965907, compound

Product 1

HCID 117965908HCID 117965908, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

30.0 g (60.7 mmol) [(S)-6-((R)-4-bromo-7-fluoroindan-1-yloxy)-2,3-dihydrobenzo-furan-3-yl]-acetic acid morpholine salt is dissolved in 480 ml EtOH/water (1:1) and 6.30 ml conc. aq. HCl (64.0 mmol, 37%) is added. The mixture is heated to reflux and stirred for 30 min. After cooling in an ice bath the suspension is filtered off, washed with cold water and dried to yield [(S)-6-((R)-4-bromo-7-fluoroindan-1-yloxy)-2,3-dihydrobenzo-furan-3-yl]-acetic acid.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. temperatureAfter cooling in an ice bath the suspension
  4. filtrationis filtered off
  5. washwashed with cold water
  6. customdried

Sources & evidence

ORD record
ord-e613c578a1b34d55ab8fc26c0c3585c0
Source dataset
uspto-grants-2015_06
Patent number
US09051289B2

Reaction notes

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