Water → HCID 54209535, compound

HRID 2270075Notes

Reaction equation

HRID 2270075 reaction equation
[C:1]([C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][CH:9]2[CH2:12][OH:13])=[CH:5][CH:4]=1)#[N:2].C(N(CC)CC)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23].O>ClCCl>[CH3:21][S:22]([O:13][CH2:12][CH:9]1[C:10]2[C:6](=[CH:5][CH:4]=[C:3]([C:1]#[N:2])[CH:11]=2)[CH2:7][CH2:8]1)(=[O:24])=[O:23]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 18545965HCID 18545965, compound

Product 1

HCID 54209535HCID 54209535, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 6-cyano-1-indanylmethanol 2a (3 g) and triethylamine (2.8 ml) in dichloromethane (50 ml) was added dropwise a solution of methansulfonylchloride (1.5 ml) in dichloromethane (25 ml) at 0° C. The mixture was stirred at room temperature for 1 hour. Water was added (200 ml) and the organic phase was subsequently separated and worked-up according to the standard procedure above. The remaining crystalline product was stirred with diethyl ether and filtered off. Yield 2.7 g. Mp 62-63° C.

Workup

  1. customthe organic phase was subsequently separated
  2. stirringThe remaining crystalline product was stirred with diethyl ether
  3. filtrationfiltered off

Sources & evidence

ORD record
ord-3a1db7912f3e4356add3722b0a18908d
Source dataset
uspto-grants-2001_12
Patent number
US06331544B1

Reaction notes

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