Sodium Hydroxide → HCID 19004351, compound

HRID 2225857Notes

Reaction equation

C([O:3][C:4](=[O:28])/[C:5](=[N:25]\[O:26][CH3:27])/[C:6]1[S:7][C:8]([O:11][CH2:12][CH2:13][O:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=2)=[CH:9][CH:10]=1)C.[OH-].[Na+]>CO.O1CCCC1>[CH3:27][O:26]/[N:25]=[C:5](/[C:6]1[S:7][C:8]([O:11][CH2:12][CH2:13][O:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=2)=[CH:9][CH:10]=1)\[C:4]([OH:28])=[O:3]

Participants

Conditions

Temperature: 53 °C

Procedure

As in Example 306, a solution of (E)-alpha-(methoxyimino)-5-[2-(2-naphthalenyloxy) ethoxy]-2-thiopheneacetic acid ethyl ester (0.2 g) in methanol (2 mL) and tetrahydrofuran (1 mL) was treated with 3N sodium hydroxide (0.5 mL) and the stirred mixture was heated at 53° C. for 30 minutes. After the normal work up, the product was crystallized from dichloromethane-hexane to furnish 0.142 g of (E)-alpha-(methoxyimino)-5-[2-(2-naphthalenyloxy)ethoxy]-2-thiopheneacetic acid, mp 118°-120° C.

Workup

customAfter the normal work up, the product was crystallized from dichloromethane-hexane

Sources & evidence

ORD record: ord-da380f1796bb43d69682444cbe457f42
Source dataset: uspto-grants-1994_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05344843

Reaction notes

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