(3R)-1-[(4-Methylphenyl)sulfonyl]-α,α-diphenyl-3-pyrrolidineacetonitrile → 3-Pyrrolidineacetonitrile, α,α-diphenyl-, (R)-

HRID 2253903Notes

Reaction equation

HRID 2253903 reaction equation
[C:1]([C:3]([C@H:16]1[CH2:20][CH2:19][N:18](S(C2C=CC(C)=CC=2)(=O)=O)[CH2:17]1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)#[N:2]>C(Cl)Cl>[C:1]([C:3]([C@H:16]1[CH2:20][CH2:19][NH:18][CH2:17]1)([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)#[N:2]

Participants

3

Reactant 1

HCID 22842822(3R)-1-[(4-Methylphenyl)sulfonyl]-α,α-diphenyl-3-pyrrolidineacetonitrile

Product 1

HCID 110107893-Pyrrolidineacetonitrile, α,α-diphenyl-, (R)-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A similar procedure starting with 3-(R)-(-)-(1-cyano-1,1-diphenylmethyl)-1-tosylpyrrolidine (19.5 g-see Preparation 6(C)), gave 3-(R)-(-)-(1-cyano-1,1-diphenylmethyl)pyrrolidine, yield 9.5 g, [α]D25 -9.8° (c 1.0, CH2Cl2).

Sources & evidence

ORD record
ord-421808a8ff814fe2968fa0f76072af0b
Source dataset
uspto-grants-1993_08
Patent number
US05233053

Reaction notes

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