Tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoate → HCID 11504075, compound

HRID 2076654Notes

Reaction equation

HRID 2076654 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16]CC=C)=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Br[CH2:21][C:22]1[C:27]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[C:26]([O:35]C(OC(C)(C)C)=O)[C:25]([C:43]([F:46])([F:45])[F:44])=[CH:24][CH:23]=1>>[C:31]([O:30][C:28]([C:27]1[C:26]([OH:35])=[C:25]([C:43]([F:44])([F:45])[F:46])[CH:24]=[CH:23][C:22]=1[CH2:21][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]([OH:16])=[O:15])=[CH:12][CH:13]=2)=[CH:6][CH:7]=1)=[O:29])([CH3:34])([CH3:32])[CH3:33]

Participants

3

Reactant 2

HCID 67119234Tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoateHCID 67119310HCID 67119310, compound

Product 1

HCID 11504075HCID 11504075, compoundYield 80%

Procedure

According to a method similar to Example (40-2), Example (33-5) and Example (13-5), using allyl 4′-hydroxy-1,1′-biphenyl-4-carboxylate (190 mg, 0.75 mmol) obtained in Example (43-1) and tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoate (400 mg, 0.88 mmol) obtained in Example (28-5), the title compound was obtained as a colorless powder (293 mg, three-step total yield: 80%).

Sources & evidence

ORD record
ord-aeec2c343ed543ec96c9b8c1bfe19849
Source dataset
uspto-grants-2011_04
Patent number
US07923573B2

Reaction notes

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