Diethylene Glycol Monoethyl Ether → HCID 21243293, compound

HRID 621587Notes

Reaction equation

HRID 621587 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH2:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][C:20]2[C:23]3[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=3[O:25][C:19]=2[CH2:18]1)(=[O:3])N.[OH-].[Na+].C([O:34]CCOCCO)C>O>[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH2:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:18][CH2:19][C:20]2[C:23]3[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=3[O:25][C:21]=2[CH2:22]1)([OH:3])=[O:34]

Participants

5

Reactant 3

HCID 8146Diethylene Glycol Monoethyl EtherHCID 14798Sodium HydroxideHCID 212432852-[4-(5-Carbamoyl-3-indolyl)butyl]-1,2,3,4-tetrahydrobenzofuro[2,3-c]pyridine

Product 1

HCID 21243293HCID 21243293, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 38.7 g of 2-[4-(5-carbamoyl-3-indolyl)butyl]-1,2,3,4-tetrahydrobenzofuro[2,3-c]pyridine, 27.1 g of NaOH, 525 ml of water and 450 ml of diethylene glycol monoethyl ether is boiled, with stirring, for 16 hours. The mixture is cooled, the usual working up followed by acidification is carried out, and 2-[4-(5-carboxy-3-indolyl)butyl]-1,2,3,4-tetrahydrobenzofuro[2,3-c]pyridine is obtained.

Workup

  1. temperatureThe mixture is cooled

Sources & evidence

ORD record
ord-e757f667ccc444b382d1c12706a7ab0d
Source dataset
uspto-grants-1989_04
Patent number
US04824852

Reaction notes

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