Hydrochloric Acid → HCID 10292848, compound

HRID 1827980Notes

Reaction equation

HRID 1827980 reaction equation
C[O:2][C:3](=[O:29])[CH:4]([NH:12][C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:19][CH:18]=1)=[O:14])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Li+].[OH-].Cl>CO.O>[C:20]1([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:21]=[CH:22][C:17]([CH2:16][O:15][C:13]([NH:12][CH:4]([CH2:5][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:3]([OH:29])=[O:2])=[O:14])=[CH:18][CH:19]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 12990920HCID 12990920, compound

Product 1

HCID 10292848HCID 10292848, compoundYield 87.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

The ester 32 (1.30 g, 3.4 mmol) was dissolved in 25 ml methanol, then treated with 200 mg LiOH in 5 ml water. After 30 minutes at 50° C., the mixture was poured into excess water, made acidic with dilute HCl, and extracted. Recrystallization yielded about 1.12 g of 2-(biphenyl-4-ylmethoxycarbonylamino)-3-phenyl-propionic acid 33, mp. 141.7–142.2° C.

Workup

  1. extractionextracted
  2. customRecrystallization

Sources & evidence

ORD record
ord-7974ecc524cf4c2c8d2700f18fbc9e29
Source dataset
uspto-grants-2006_06
Patent number
US07056903B2

Reaction notes

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