Piperidine → (R)-tert-butyl 6-(piperidin-1-ylmethyl)-1,2,3,4-tetrahydronaphthalen-1-ylcarbamate

HRID 1444713ノート

反応式

HRID 1444713 の反応式
[CH:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C@H:9]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:8][CH2:7][CH2:6]2)=O.[NH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl.C(OCC)(=O)C>[N:21]1([CH2:1][C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][CH:12]=2)[C@H:9]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:8][CH2:7][CH2:6]3)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

参加物

6

反応物 3

HCID 8082PiperidineHCID 5049666Sodium triacetoxyborohydrideHCID 56594896(R)-tert-butyl 6-formyl-1,2,3,4-tetrahydronaphthalen-1-ylcarbamate

生成物 1

HCID 56594897(R)-tert-butyl 6-(piperidin-1-ylmethyl)-1,2,3,4-tetrahydronaphthalen-1-ylcarbamate

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In 100 mL of 1,2-dichloroethane, 5.0 g (18 mmol) of (R)-tert-butyl 6-formyl-1,2,3,4-tetrahydronaphthalen-1-ylcarbamate and 3.1 g (36 mmol) of piperidine were combined. Next, 7.6 g (36 mmol) of sodium triacetoxy borohydride was added and the mix was stirred under nitrogen overnight. The mix was then dissolved in 100 mL of ethyl acetate, washed with 25 mL of saturated sodium bicarbonate, washed with 25 mL of brine, dried with sodium sulfate and concentrated to yield the crude material.

後処理

  1. washwashed with 25 mL of saturated sodium bicarbonate
  2. washwashed with 25 mL of brine
  3. dry with materialdried with sodium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-a4e70acb009447198e41000c62bb26fc
出典データセット
uspto-grants-2010_02
特許番号
US07662811B2

反応ノート

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