Sodium Hydroxide → HCID 19004475, compound

HRID 2225862Notes

Reaction equation

C([O:3][C:4](=[O:30])/[C:5](=[N:25]\[O:26][CH2:27][CH:28]=[CH2:29])/[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>[CH:16]1[C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:23]=[CH:24][C:15]=1[O:14][CH2:13][CH2:12][O:11][C:8]1[S:7][C:6](/[C:5](=[N:25]/[O:26][CH2:27][CH:28]=[CH2:29])/[C:4]([OH:30])=[O:3])=[CH:10][CH:9]=1

Participants

Conditions

Temperature: 55 °C

Procedure

As in Example 306 a solution of (E)-5-[2-(2-naphthalenyloxy)ethoxy]-alpha-[(2propenyloxy)imino]-2-thiopheneacetic acid ethyl ester (0.064 g) in methanol (2 mL) and tetrahydrofuran (2 mL) was treated with 4N sodium hydroxide (0.5 mL) and the stirred mixture was heated at 55° C. for 45 minutes. After the normal work up, the product was crystallized from ethyl acetate-hexane to furnish 0.038 g of (E)-5-[2-(2-naphthalenyloxy)ethoxy]-alpha-[(2-propenyloxy)imino]-2-thiopheneacetic acid, mp 106°-108° C.

Workup

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

Sources & evidence

ORD record: ord-72bab85ec5b74a65a798a80310c3207b
Source dataset: uspto-grants-1994_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05344843

Reaction notes

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