Potassium thiocyanate → Potassium 3-(1,3-bis(benzyloxy)propan-2-yl)cyclobutane-1-sulfonate

HRID 1259405Notes

Reaction equation

HRID 1259405 reaction equation
[CH2:1]([O:8][CH2:9][CH:10]([CH:20]1[CH2:23][CH:22]([S:24]([O:27]CCCC)(=[O:26])=[O:25])[CH2:21]1)[CH2:11][O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([S-])#N.[K+:35]>COCCOC.O>[CH2:13]([O:12][CH2:11][CH:10]([CH:20]1[CH2:23][CH:22]([S:24]([O-:27])(=[O:26])=[O:25])[CH2:21]1)[CH2:9][O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[K+:35]

Participants

4

Reactant 2

HCID 516872Potassium thiocyanateHCID 58380533Butyl 3-(1,3-bis(benzyloxy)propan-2-yl)cyclobutane-1-sulfonate

Product 1

HCID 86656334Potassium 3-(1,3-bis(benzyloxy)propan-2-yl)cyclobutane-1-sulfonateYield 83%

Reagents, catalysts & solvents 1

HCID 18180031Water 1,2-dimethoxyethaneSolvent

Procedure

Using the same reaction conditions, procedure and work up as described Intermediate I-25b (below), butyl 3-(1,3-bis(benzyloxy)propan-2-yl)cyclobutane-1-sulfonate (0.1 g, 0.22 mmol) was reacted with KSCN (24 mg, 0.24 mmol) and DME-water mixture (2 mL) to afford 0.07 g of the product (83% yield).

Workup

  1. customthe same reaction conditions, procedure

Sources & evidence

ORD record
ord-81750af68b554bc08113063ccc12c92a
Source dataset
uspto-grants-2013_06
Patent number
US08466289B2

Reaction notes

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