Sodium Hydroxide → HCID 2402152, compound

HRID 1913807Notes

Reaction equation

HRID 1913807 reaction equation
C[O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C@@H:12]2[CH2:16][CH2:15][CH2:14][O:13]2)=[CH:6][CH:5]=1.[OH-].[Na+]>CO>[O:13]1[CH2:14][CH2:15][CH2:16][C@H:12]1[CH2:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:17])=[O:2])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67545132HCID 67545132, compound

Product 1

HCID 2402152HCID 2402152, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzoic acid methyl ester (9.8 g), sodium hydroxide solution (2 N; 80 ml) and MeOH (300 ml) was stirred for 12 hours. Organic volatile fractions were removed on a rotary evaporator. The remaining aqueous phase was extracted with methyl tert-butyl ether (MTBE) and then acidified with concentrated hydrochloric acid. The resulting precipitate was filtered off and dried. The product was thus obtained with the molecular weight of 222.24 (C12H14O4); MS (ESI): 223 (M+H+).

Workup

  1. customOrganic volatile fractions were removed on a rotary evaporator
  2. extractionThe remaining aqueous phase was extracted with methyl tert-butyl ether (MTBE)
  3. filtrationThe resulting precipitate was filtered off
  4. customdried
  5. customThe product was thus obtained with the molecular weight of 222.24 (C12H14O4)

Sources & evidence

ORD record
ord-4126719d81d4429d8a1149ee484cacf9
Source dataset
uspto-grants-2013_12
Patent number
US08609731B2

Reaction notes

Loading…