Benzyl Bromide → 3,4-dibenzyloxy-5-(2-hydroxyethyl)-2(5H)-furanone

HRID 612540Notes

Reaction equation

HRID 612540 reaction equation
[CH2:1]([O:8][C:9]1[C:10](=[O:18])[O:11][CH:12]([CH2:15][CH2:16][OH:17])[C:13]=1[OH:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:19]1[CH:24]=[CH:23][C:22]([CH2:25]Br)=[CH:21][CH:20]=1.C(N(CC)CC)C>C1COCC1>[CH2:1]([O:8][C:9]1[C:10](=[O:18])[O:11][CH:12]([CH2:15][CH2:16][OH:17])[C:13]=1[O:14][CH2:25][C:22]1[CH:23]=[CH:24][CH:19]=[CH:20][CH:21]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 547235963-benzyloxy-4-hydroxy-5-(2-hydroxyethyl)-2(5H)-furanone

Product 1

HCID 211841063,4-dibenzyloxy-5-(2-hydroxyethyl)-2(5H)-furanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

reacting a 3-benzyloxy-4-hydroxy-5-(2-hydroxyethyl)-2(5H)-furanone of the formula, ##STR14## wherein Bn is as hereinbefore defined with one equivalent of BnBr and one equivalent of triethlyamine in THF for 5 hours at 65--C to provide 3,4-dibenzyloxy-5-(2-hydroxyethyl)-2(5H)-furanone of the formula, ##STR15## wherein Bn is as hereinbefore defined;

Sources & evidence

ORD record
ord-6e01ca51f4e044339e0572a1765f308a
Source dataset
uspto-grants-1999_12
Patent number
US06005000

Reaction notes

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