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Sulfuric Acid → N-phenylvaline

HRID 1389337
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HRID 1389337 반응식
Br[CH:2]([CH:22]([CH3:24])[CH3:23])[C:3]([O:5]C(C#N)C1C=CC=C(OC2C=CC=CC=2)C=1)=[O:4].[NH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[I-].[K+].S(=O)(=O)(O)O>CN(P(N(C)C)(N(C)C)=O)C>[C:26]1([NH:25][C@H:2]([C:3]([OH:5])=[O:4])[CH:22]([CH3:24])[CH3:23])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 4875Potassium IodideHCID 6115AnilineHCID 13705788alpha-Cyano-m-phenoxybenzyl alpha-bromoisovalerate

생성물 1

HCID 10867191N-phenylvaline

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

실험 절차

To m-phenoxy-α-cyanobenzyl α-bromoisovalerate (2.0 g, 0.0052 mole) in 4 ml of HMPT, at 24°, is added aniline (1.5 g, 0.016 mole) and potassium iodide (21 mg). The reaction is stirred at 65° for 90 hours and then cooled and poured into ice-water (20 ml) plus 2 N sulfuric acid (10 ml). The reaction is worked up as in Example 4 and purified by preparative TLC to give the m-phenoxy-α-cyanobenzyl ester of N-phenylvaline.

후처리

  1. temperaturecooled
  2. custompurified by preparative TLC

출처 및 근거

ORD 기록
ord-530b84e2c4544fc5b193c39cc41ecdf5
출처 데이터셋
uspto-grants-1981_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04243819

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