Tetrahydrofuran → HCID 13013940, compound

Reaction equation

[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6][C:5]2[CH:13]=[C:14]([C:17]([OH:19])=[O:18])[CH:15]=[CH:16][C:4]=2[NH:3]1.O1CCC[CH2:21]1>>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6][C:5]2[CH:13]=[C:14]([C:17]([O:19][CH3:21])=[O:18])[CH:15]=[CH:16][C:4]=2[NH:3]1

Participants

Reactant 2

HCID 8028Tetrahydrofuran

HCID 13013939HCID 13013939, compound

Product 1

HCID 13013940HCID 13013940, compound

Procedure

Dissolve 1 gm of the acid of Example 22 with heating in 100 ml of tetrahydrofuran. Filter and cool the filtrate to room temperature. Add 500 mg. of diazomethane and stir at room temperature for 30 minutes. Strip to dryness and triturate the residue in methanol. Recover the title product by filtration. (m.p. 240°-257° C.).

Workup

filtrationFilter
additionAdd 500 mg
customStrip to dryness and triturate the residue in methanol
customRecover the title product
filtrationby filtration

Sources & evidence

ORD record: ord-6b27b553b41646a29e28edd664413267
Source dataset: uspto-grants-1981_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04263207

Reaction notes

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