Benzaldehyde → 1,2,3,4-Tetrahydroisoquinoline

HRID 1151751Notes

Reaction equation

HRID 1151751 reaction equation
[BH4-:41].[CH2:31]1[CH2:32][c:33]2[c:34]([cH:35][cH:36][cH:37][cH:38]2)[CH2:39][CH2:40]1.[CH3:1][CH:2]([NH-:3])[c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1.[CH3:66][c:67]1[cH:68][cH:69][cH:70][cH:71][cH:72]1.[CH:10]1=[N:11][CH2:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]21.[CH:45]([c:46]1[cH:47][cH:48][cH:49][cH:50][cH:51]1)=[O:52].[Cl-:55].[Cl-:57].[Cl:25][P:26]([Cl:27])([Cl:28])([Cl:29])[Cl:30].[ClH:54].[H:43][H:44].[Na+:42].[P:20]([Cl:21])([Cl:22])([Cl:23])=[O:24].[Pt:53].[Zn+2:56].[c:58]1([CH3:59])[c:60]([CH3:61])[cH:62][cH:63][cH:64][cH:65]1>>[CH2:10]1[NH:11][CH2:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]21

Participants

16

Reactant 15

HCID 240BenzaldehydeHCID 312Chloride2×HCID 313Hydrochloric AcidHCID 923Sodium ionHCID 1140TolueneHCID 7237O-XyleneHCID 8404TetralinHCID 23939PlatinumHCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 28123BorohydrideHCID 32051Zinc(2+)HCID 767053,4-DihydroisoquinolineHCID 178418361HCID 178418361, compoundHCID 1784655311-phenylethylazanide

Product 1

HCID 70461,2,3,4-Tetrahydroisoquinoline

Sources & evidence

ORD record
ord-dd51d0a155ef4e0baea5d88618ce20a5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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