Acetic Anhydride → HCID 131722710, compound

HRID 1068871Notes

Reaction equation

HRID 1068871 reaction equation
[NH2:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([NH:8][C@@H:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:10][OH:11])=[O:7])=[C:4](/[CH:21]=[CH:22]/[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:3]=1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>O1CCCC1>[C:29]([NH:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([NH:8][C@@H:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:10][OH:11])=[O:7])=[C:4](/[CH:21]=[CH:22]/[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:3]=1)(=[O:31])[CH3:30]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 20666678HCID 20666678, compound2×

Product 1

HCID 131722710HCID 131722710, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1 g (2.7 mmol) of (S)-4-amino-2(E-2-phenylethen-1-yl)-N-(3-phenylpropan-1-ol-2-yl)benzamide (intermediate 43f) was suspended in 50 ml of tetrahydrofuran and mixed with 0.25 ml (2.7 mmol) of acetic anhydride at 100° C. The mixture was stirred for 16 h. The reaction was then concentrated under reduced pressure and the residue was recrystallized from ethanol. 0.78 g (71%) of the product was obtained.

Workup

  1. concentrationThe reaction was then concentrated under reduced pressure
  2. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-8458f3c185ff4310b168d63b0ff95fbf
Source dataset
uspto-grants-2001_06
Patent number
US06251917B1

Reaction notes

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