Sodium borohydride → (+/-)[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)butyl]amine

HRID 20803ノート

反応式

HRID 20803 の反応式
[CH3:1][C:2]([N:7]1[CH2:11][CH2:10][CH2:9][CH2:8]1)([CH2:5][CH3:6])[C:3]#[N:4].[C:12]1([Li])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[BH4-].[Na+].CC(N1CCCC1)(C)C(N)C1C=CC=CC=1>C(OCCCC)CCC.C1COCC1.CO>[CH3:1][C:2]([N:7]1[CH2:8][CH2:9][CH2:10][CH2:11]1)([CH2:5][CH3:6])[CH:3]([NH2:4])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

8

反応物 4

HCID 4311764Sodium borohydride2 回HCID 25158607[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amineHCID 438028382-Methyl-2-(1-pyrrolidinyl)butanenitrileHCID 178506676HCID 178506676、化合物

生成物 1

HCID 59347809(+/-)[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)butyl]amine収率 94%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒HCID 8909Butyl ether溶媒

実験手順

The title compound (13.4 g, 94%) was prepared from 2-methyl-2-(1-pyrrolidinyl)butanenitrile D21 (9.6 g, 0.063 mol) and phenyllithium in dibutylether (63 ml of a 2M solution; 0.126 mol) in THF (200 ml), followed by reaction with sodium borohydride (3.5 g, 0.092 mol) in methanol (200 ml) in a similar manner to that described in D5, except that after addition of the sodium borohydride stirring was continued with ice cooling for 0.5 hours then at room temperature for 66 hours. Mass spectrum (Electrospray LC/MS), ES+: Found 233 (MH+). C15H24N2 requires 232. Ret. times 0.78 and 1.06 min.

後処理

  1. waitat room temperature for 66 hours
  2. customtimes 0.78 and 1.06 min.

出典と根拠

ORDレコード
ord-e0566abf77a540a89a8c485236349865
出典データセット
uspto-grants-2010_06
特許番号
US07745642B2

反応ノート

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