Acetic Acid → HCID 14651080, compound

HRID 982412Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][C:12]([CH3:15])([CH3:14])[CH2:11][C:10]([CH3:17])([CH3:16])[C:9]=2/[CH:18]=[CH:19]/[CH:20]=[O:21])=[CH:4][CH:3]=1.[C:22](O)(=[O:24])[CH3:23].[C:26]([O:29][CH2:30]C)(=[O:28])[CH3:27]>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH2:13][C:12]([CH3:14])([CH3:15])[CH2:11][C:10]([CH3:16])([CH3:17])[C:9]=2/[CH:18]=[CH:19]/[CH:20]([OH:21])[CH2:23][C:22](=[O:24])[CH2:27][C:26]([O:29][CH3:30])=[O:28])=[CH:6][CH:7]=1

Participants

Conditions

Temperature: -10 °C

Procedure

To the yellow solution of the dianion was added a 0.25M THF solution of 8.58 g (30 mmoles) of the aldehyde prepared in Step 7. The addition took 30 minutes. The reaction mixture was stirred an additional 30 minutes at -10° C., then quenched with 9.47 (165.6 mmoles) of acetic acid in 40 ml of THF. The reaction mixture was poured into ethyl acetate and extracted with H2O, saturated NaHCO3 and brine.

Workup

additionThe addition
extractionextracted with H2O, saturated NaHCO3 and brine

Sources & evidence

ORD record: ord-fd62504a1ed0442d8383c0f37f4980f2
Source dataset: uspto-grants-1991_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04996234

Reaction notes

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