Triethylamine → tert-butyl N-(1-cyano-1-methylethyl)carbamate

HRID 632012ノート

反応式

HRID 632012 の反応式
[NH2:1][C:2](=O)[C:3]([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:5])[CH3:4].C(N(CC)CC)C.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C(Cl)Cl>[C:2]([C:3]([NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:5])[CH3:4])#[N:1]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 11287144tert-Butyl (1-amino-2-methyl-1-oxopropan-2-yl)carbamate

生成物 1

HCID 18316698tert-butyl N-(1-cyano-1-methylethyl)carbamate収率 97%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tert-butyl 1-amino-2-methyl-1-oxopropan-2-ylcarbamate (Example 12 a, 12.5 g) and triethylamine (CAN 121-44-8, 29 g) in methylene chloride (150 mL) was added trifluoroacetic acid anhydride (CAN 407-25-0, 27.2 g) dropwise at 0° C. The resulting mixture was allowed to warm to room temperature and stirred for 4 h. After that the mixture was washed with water, 5 N citric acid and brine, the organic phase was dried over anhydrous sodium sulfate and concentrated to give the title compound (11 g, 97%) as a yellow solid; MS: m/e=207.1 [M+Na]+.

後処理

  1. washAfter that the mixture was washed with water, 5 N citric acid and brine
  2. dry with materialthe organic phase was dried over anhydrous sodium sulfate
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-959127d0cb744d73b20c8f8036c86f25
出典データセット
uspto-grants-2016_04
特許番号
US09321727B2

反応ノート

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