Hydrochloric Acid → HCID 21698574, 화합물

HRID 379349노트

반응식

HRID 379349 반응식
[CH2:1]([C:3]1([CH3:12])[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][CH:5]([NH2:11])[CH2:4]1)[CH3:2].C(N(CC)CC)C.[OH:20][C:21]1[C:29]([N+:30]([O-:32])=[O:31])=[CH:28][CH:27]=[CH:26][C:22]=1[C:23](Cl)=[O:24].Cl>CN(C)C1C=CN=CC=1.ClCCl>[CH2:1]([C:3]1([CH3:12])[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][CH:5]([NH:11][C:23](=[O:24])[C:22]2[CH:26]=[CH:27][CH:28]=[C:29]([N+:30]([O-:32])=[O:31])[C:21]=2[OH:20])[CH2:4]1)[CH3:2]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 21698575HCID 21698575, 화합물HCID 218233032-Hydroxy-3-nitrobenzoyl chloride

생성물 1

HCID 21698574HCID 21698574, 화합물

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

To a stirred soution of 3-ethyl-3,5,5-trimethylcyclohexylamine (3.20 g, a 6:4 mixture of axial:equatorial ethyl diastereomers), triethylamine (2.13 g) and 4-dimethylaminopyridine (DMAP) (0.12 g) in dichloromethane (50 ml) was added, in a rapid dropwise manner, a solution of 2-hydroxy-3-nitrobenzoyl chloride (3.83 g) in dichloromethane (10 ml). After the addition was complete, the reaction mixture was stirred at room temperature for 12 hours, then poured into 1N HCl (250 ml). The organic layer was separated, and the aqueous layer washed with dichloromethane (50 ml). The organic phases were combined, dried (MgSO4) and the solvent evaporated to give a yellow solid (5.70 g). Recrystallization from methanol gave an analytical sample (m.p. 125-128° C.). The 13C NMR of this material showed it to be a mixture of diastereomers in an approximate ratio of 6:4.

후처리

  1. additionAfter the addition
  2. customThe organic layer was separated
  3. washthe aqueous layer washed with dichloromethane (50 ml)
  4. dry with materialdried (MgSO4)
  5. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-82092f7efee646008311b965db57fe41
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297401B1

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