Bromoform → HCID 20089994, compound

HRID 275195Notes

Reaction equation

HRID 275195 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]=[CH:13][CH:12]1[CH2:17][O:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][O:20]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:25](Br)([Br:27])[Br:26]>>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]2[CH:13]([C:25]2([Br:27])[Br:26])[CH:12]1[CH2:17][O:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][O:20]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 5558BromoformHCID 53941017HCID 53941017, compound

Product 1

HCID 20089994HCID 20089994, compound

Procedure

Reaction of 1-benzyloxycarbonyl-2-tetrahydropyranyloxymethyl-1,2,5,6-tetrahydropyridine with bromoform under basic conditions, as in Section XXXVII, gives 3-benzyloxycarbonyl-7,7-dibromo-2-tetrahydropyranyloxymethyl-3-azabicyclo[4.1.0]heptane, which can be further converted into the desired compound by applying methods described in Section XXXVII.

Sources & evidence

ORD record
ord-b95c18cb0ffd48d18575c4201b19ecd7
Source dataset
uspto-grants-1995_02
Patent number
US05391763

Reaction notes

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