Sodium Hydroxide → HCID 21271737, compound

HRID 1194096Notes

Reaction equation

HRID 1194096 reaction equation
C([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][N:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][C:12]([S:18](=[O:28])(=[O:27])[NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=3)=[CH:13][CH:14]=2)[CH2:9]1)C.[OH-].[Na+]>C(O)C>[Cl:26][C:22]1[CH:21]=[C:20]([NH:19][S:18]([C:12]2[CH:11]=[C:10]3[C:15]([CH2:16][CH2:17][N:8]([CH2:7][CH2:6][CH2:5][C:4]([OH:29])=[O:3])[CH2:9]3)=[CH:14][CH:13]=2)(=[O:27])=[O:28])[CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21271727HCID 21271727, compound

Product 1

HCID 21271737HCID 21271737, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl-4-[7-(3-chlorophenylsulphamoyl)-1,2,3,4-tetrahydroisoquinolin-2-yl]butyrate (0.59 g, 1.35 mmol) and 10% NaOH solution (4 ml) in ethanol (10 ml) was stirred for 1 hr. Ethanol was removed in vacuo, water added (10 ml) and the pH adjusted to 6 with 2N HCl. The resulting precipitate was crystallized from methanol-water to give 4-[7-(3-chlorophenylsulphamoyl)-1,2,3,4-tetrahydroisoquinolin-2-yl]butyric acid. 0.4H2O (0.44 g, 80%); mpt. 201°-203° C.

Workup

  1. customEthanol was removed in vacuo, water
  2. additionadded (10 ml)
  3. customThe resulting precipitate was crystallized from methanol-water

Sources & evidence

ORD record
ord-ab81768f6ed144b8ba5f7663f83fa562
Source dataset
uspto-grants-1989_03
Patent number
US04812573

Reaction notes

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